Journal name:
Nature Chemistry
Year published:
doi:10.1038/nchem.1549
Compound A1
(7aS,8S,11R,11aS,11bR)-3-Acetyl-8-(2-cyanoethyl)-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl acetate
Chemical Formula: C23H30N2O4Molecular Weight: 398.50Elemental Analysis: C, 69.32; H, 7.59; N, 7.03; O, 16.06Standard InChI=1S/C23H30N2O4/c1-14-12-20(29-16(3)27)22-19(18(14)6-5-10-24)8-7-17-13-21(28)25(15(2)26)11-9-23(17,22)4/h12-13,18-20,22H,5-9,11H2,1-4H3/t18-,19+,20-,22-,23+/m1/s1Standard InChIKey: STGCVRDHDZZYEE-PMNYKWLYSA-NSMILES: C[C@]1(CCN2C(C)=O)C(CC[C@]3([H])[C@]1([H])[C@]([H])(OC(C)=O)C=C(C)[C@]3(CCC#N)[H])=CC2=OSynthetic Procedure: See article for the definitive version of this procedure and for full experimental details.Alcohol
(41.9 mg, 0.133 mmol) was taken up in anhydrous pyridine (500 uL) and catalytic 4-(dimethylamino)-pyridine (2 mg, 0.016 mmol) was added. After 2 minutes of stirring at room temperature, all solids were completely dissolved. Acetic anhydride (500 uL, 5.29 mmol) was then added to the stirring solution and allowed to run overnight at room temperature. After 25 hours, the reaction was quenched with a saturated solution of sodium bicarbonate and extracted with dichloromethane (3x). The organic layer was then washed with a 5% solution of aqueous hydrochloric acid followed by brine (1x each). The organic layer was then collected, dried with magnesium sulfate and concentrated under reduced pressure. The desired target compound
was purified via flash chromatography using 1:1 hexanes/ethyl acetate to yield 48.5 mg (91% yield) as a white foam. M.p. 57-58 °C. 1H NMR (CDCl3, 500 MHz): δ 5.90 (s, 1H), 5.33 (m, 1H), 5.32 (m, 1H), 3.98 (dd, J = 15.0, 8.4 Hz, 1H), 3.68 (dd, J = 14.9, 8.5 Hz, 1H), 2.53 - 2.47 (m, 1H), 2.51 (s, 3H), 2.29 - 2.06 (m, 4H), 2.05 (s, 3H), 2.02 (m, 3H), 1.90 (dd, J = 15.4, 8.7 Hz, 1H), 1.77 (dd, J = 15.0, 8.0 Hz, 1H), 1.68 (m, 2H), 1.65 (s, 3H), 1.22 (m, 1H), 1.14 (s, 3H). 13C NMR (CDCl3, 125 MHz): δ 172.6, 170.6, 168.7, 159.8, 136.4, 126.1, 121.1, 119.9, 70.2, 49.7, 44.5, 44.1, 41.1, 36.4, 35.1, 34.2, 32.9, 27.7, 24.1, 21.9, 21.8, 20.8, 12.2. HRMS(ESI): m/z calc. for C23H31N2O4 [M+H]+: 399.2284, found: 399.2288.
Additional data
Compounds in this article
(7aS,8S,11R,11aS,11bR)-3-Acetyl-8-(2-cyanoethyl)-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl acetate
(7aS,8S,11R,11aS,11bR)-8-(2-Cyanoethyl)-3-(cyclopropanecarbonyl)-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl cyclopropanecarboxylate
(7aS,8S,11R,11aS,11bR)-8-(2-Cyanoethyl)-3-isobutyryl-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl isobutyrate
(7aS,8S,11R,11aS,11bR)-8-(2-Cyanoethyl)-3-(cyclohexanecarbonyl)-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl cyclohexanecarboxylate
(7aS,8S,11R,11aS,11bR)-3-(3-Bromobenzoyl)-8-(2-cyanoethyl)-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl 3-bromobenzoate
(7aS,8S,11R,11aS,11bR)-3-(4-Bromobenzoyl)-8-(2-cyanoethyl)-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl 4-bromobenzoate
(7aS,8S,11R,11aS,11bR)-8-(2-Cyanoethyl)-3-(3,5-dichlorobenzoyl)-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl 3,5-dichlorobenzoate
(7aS,8S,11R,11aS,11bR)-3-(Benzo[d][1,3]dioxole-5-carbonyl)-8-(2-cyanoethyl)-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-11-yl benzo[d][1,3]dioxole-5-carboxylate
3-((7aS,8S,11aS,11bR)-4,10-Dibenzyl-9,11b-dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-4,10-Bis(4-bromobenzyl)-9,11b-dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-4,10-Bis(3-chlorobenzyl)-9,11b-dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-4-(2-Chlorobenzyl)-9,11b-dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-4-(2-Fluoro-6-(trifluoromethyl)benzyl)-9,11b-dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-4-(3-Methoxyphenyl)-9,11b-dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-4-(4-Methoxyphenyl)-9,11b-dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-4-(4-(tert-Butyl)phenyl)-9,11b-dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-9,11b-Dimethyl-3,11-dioxo-4-(4-(trifluoromethyl)phenyl)-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
2-Bromobenzyl 3-((5R,5aS,7aS,10aS,10bS)-5,7a-dimethyl-3,6,8-trioxododecahydro-1H-indeno[5,4-c]oxepin-5-yl)propanoate
(S)-Dimethyl 2-(3-((5R,5aS,7aS,10aS,10bS)-5,7a-dimethyl-3,6,8-trioxododecahydro-1H-indeno[5,4-c]oxepin-5-yl)propanamido)succinate
(S)-Methyl 2-(3-((5R,5aS,7aS,10aS,10bS)-5,7a-dimethyl-3,6,8-trioxododecahydro-1H-indeno[5,4-c]oxepin-5-yl)propanamido)-3-methylbutanoate
(S)-Methyl 2-(3-((5R,5aS,7aS,10aS,10bS)-5,7a-dimethyl-3,6,8-trioxododecahydro-1H-indeno[5,4-c]oxepin-5-yl)propanamido)-3-hydroxypropanoate
3-((5R,5aS,7aS,10aS,10bS)-5,7a-Dimethyl-3,6,8-trioxododecahydro-1H-indeno[5,4-c]oxepin-5-yl)-N-(4-methoxybenzyl)propanamide
(5R,5aS,7aS,10aS,10bS)-5,7a-Dimethyl-5-(3-oxo-3-(piperidin-1-yl)propyl)hexahydro-1H-indeno[5,4-c]oxepine-3,6,8(2H,9H,10bH)-trione
3-((6aS,7S,10aS,10bR)-4-(4-Chlorobenzyl)-8,10b-dimethyl-3,10-dioxo-1,2,3,4,6,6a,7,10,10a,10b-decahydrobenzo[f]quinolin-7-yl)propanenitrile
(1'S,2'R,7'R,9'S,11'S,12'S,16'S,18'S)-2',16'-Dimethyl-18'-phenyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'R,9'S,11'S,12'S,16'S)-2',16'-Dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-one
(1'S,2'R,7'R,9'S,11'S,12'S,16'S,18'S)-2',16'-Dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'R,9'S,11'S,12'S,16'S,18'S)-2',16',18'-Trimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'R,9'S,11'S,12'S,16'S,18'S)-18'-Butyl-2',16'-dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'R,9'S,11'S,12'S,16'S,18'S)-18'-tert-Butyl-2',16'-dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'R,9'S,11'S,12'S,16'S,18'S)-18'-(4-tert-Butylphenyl)-2',16'-dimethyldispiro[1,3-dioxolane- 2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
3-((7aS,8S,11aS,11bR)-9,11b-Dimethyl-4,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-8-yl)propanenitrile
3-((7aS,8S,11aS,11bR)-9,11b-Dimethyl-3,11-dioxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[2,1-c]azepin-8-yl)propanenitrile
3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanoic acid
(1'S,2'R,10'S,11'S,15'S,17'S)-2',15'-Dimethyl-17'-phenyldispiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.02,7.011,15]heptadecane-14',2''-[1,3]dioxolan]-7'-en-17'-ol
(1'S,2'R,10'S,11'S,15'S,17'S)-2',15'-Dimethyldispiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.02,7.011,15]heptadecane-14',2''-[1,3]dioxolan]-7'-en-17'-ol
(1'S,2'R,10'S,11'S,15'S,17'S)-2',15',17'-Trimethyldispiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.02,7.011,15]heptadecane-14',2''-[1,3]dioxolan]-7'-en-17'-ol
(1'S,2'R,10'S,11'S,15'S,17'S)-17'-Butyl-2',15'-dimethyldispiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.02,7.011,15]heptadecane-14',2''-[1,3]dioxolan]-7'-en-17'-ol
(1'S,2'R,10'S,11'S,15'S,17'S)-17'-tert-Butyl-2',15'-dimethyldispiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.02,7.011,15]heptadecane-14',2''-[1,3]dioxolan]-7'-en-17'-ol
(1'S,2'R,10'S,11'S,15'S,17'S)-17'-(4-tert-Butylphenyl)-2',15'-dimethyldispiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.02,7.011,15]heptadecane-14',2''-[1,3]dioxolan]-7'-en-17'-ol
3-((7aS,8S,11R,11aS,11bR)-11-Hydroxy-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-8-yl)propanenitrile
3-((7aS,8S,11S,11aS,11bR)-11-Hydroxy-9,11b-dimethyl-4-oxo-2,3,4,6,7,7a,8,11,11a,11b-decahydro-1H-naphtho[1,2-d]azepin-8-yl)propanenitrile
2-Bromobenzyl 3-((3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanoate
(S)-Dimethyl 2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)succinate
(S)-Methyl 2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)-3-methylbutanoate
(S)-Methyl 2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)-3-hydroxypropanoate
3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)-N-(4-methoxybenzyl)propanamide
(3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-6-(3-oxo-3-(piperidin-1-yl)propyl)hexahydro-1H-cyclopenta[a]naphthalene-3,5,7(2H,8H,9bH)-trione
N-Cyclopropyl-3-((3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamide
3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)-N-(furan-2-ylmethyl)propanamide
(2S,3S)-Methyl 2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)-3-methylpentanoate
Ethyl 3-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)propanoate
(S)-Methyl 2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)-3-(1H-indol-3-yl)propanoate
3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)-N-(3-fluorobenzyl)propanamide
(S)-2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)succinic acid
(S)-2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)-3-methylbutanoic acid
(2S,3S)-2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)-3-methylpentanoic acid
(S)-2-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)-3-(1H-indol-3-yl)propanoic acid
3-(3-((3aS,5aS,6R,9aS,9bS)-3a,6-Dimethyl-3,5,7-trioxododecahydro-1H-cyclopenta[a]naphthalen-6-yl)propanamido)propanoic acid
(4aR,4bS,6aS,9aS,9bS)-1-(4-Chlorobenzyl)-4a,6a-dimethyl-4,4a,6,6a,9,9a,9b,10-octahydro-1H-indeno[5,4-f]quinoline-2,5,7(3H,4bH,8H)-trione
(1'S,2'R,10'S,11'S,15'S)-2',15'- Dimethyldispiro[1,3-dioxolane-2,5'- tetracyclo[8.7.0.02,7.011,15]heptadecane- 14',2''-[1,3]dioxolan]-7'-en-17'-one
(1'S,2'R,7'S,9'R,11'S,12'S,16'S,18'S)-2',16'-Dimethyl-18'-phenyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'S,9'R,11'S,12'S,16'S)-2',16'-Dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-one
(1'S,2'R,7'S,9'R,11'S,12'S,16'S,18'S)-2',16'-Dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'S,9'R,11'S,12'S,16'S,18'S)-18'-Butyl-2',16'-dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'S,9'R,11'S,12'S,16'S,18'S)-18'-tert-Butyl-2',16'-dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(1'S,2'R,7'S,9'R,11'S,12'S,16'S,18'S)-18'-(4-tert-Butylphenyl)-2',16'-dimethyldispiro[1,3-dioxolane-2,5'-[8]oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-15',2''-[1,3]dioxolane]-18'-ol
(5aR,5bS,7aS,10aS,10bS,E)-5a,7a-Dimethyl-8-((tosyloxy)imino)-3,4,5,5a,7,7a,8,9,10,10a,11,12-dodecahydrocyclopenta[5,6]naphtho[1,2-d]azepine-2,6(5bH,10bH)-dione
(5aR,5bS,7aS,10aS,10bS)-5a,7a-Dimethyl-3,4,5,5a,7,7a,11,12-octahydrocyclopenta[5,6]naphtho[1,2-d]azepine-2,6,8(5bH,10aH,10bH)-trione
(4aS,4bS,11aR,11bS,13aS)-11a,13a-Dimethyl-4,4a,5,6,9,10,11,11a,13,13a-decahydro-1H-azepino[4',5':3,4]benzo[1,2-f]quinoline-2,8,12(3H,4bH,11bH)-trione
(1S,2S,6R)-Methyl 2-acetoxy-6-((S)-1-((1R,5S)-5-acetoxy-6-methylene-2-oxobicyclo[3.2.1]octan-1-yl)-2-methoxy-2-oxoethyl)-1-methyl-5-oxocyclohex-3-enecarboxylate
(1S,2S,5aR,8S,10aR,11S)-Dimethyl 2,8-diacetoxy-5a-hydroxy-1-methyl-9-methylene-2,5a,6,7,8,9,10,11-octahydro-1H-8,10a-methanocyclohepta[b]chromene-1,11-dicarboxylate
(1S,4S,4aR,5S,5aS,8S,10aR,10bS,11aR,13R)-N-(Cyclohexylmethyl)-13-hydroxy-8-(hydroxymethyl)-4-methyl-3,7-dioxododecahydro-1,4:5a,8-dimethanoazuleno[1,2-d]oxireno[2,3-c]oxepine-5-carboxamide
(1S,2S,5aR,5bR,8S,10aS,11S,11aR)-Dimethyl 8-hydroxy-1-methyl-9-methylene-1,2,5b,6,7,8,9,10,11,11a-decahydro-2,5a-epoxy-8,10a-methanoazuleno[1,2-d]oxepine-1,11-dicarboxylate
(3S,9R,9aR)-4-Nitrobenzyl 8-methyl-2-methylene-11-oxo-1,2,3,9-tetrahydro-3,9a-ethanofluorene-9-carboxylate
(4S,6aR,11R,11aS)-N-Isobutyl-4,10-dimethyl-2-oxo-2,4,5,6,6a,11-hexahydro-1H-4,11a-methanoindeno[2,1-d]oxocine-11-carboxamide
(4S,6aR,11R,11aS)-N-(3,5-Dichlorobenzyl)-4,10-dimethyl-2-oxo-2,4,5,6,6a,11-hexahydro-1H-4,11a-methanoindeno[2,1-d]oxocine-11-carboxamide
(4S,6aR,11R,11aS)-N-(2,4-Dichlorobenzyl)-4,10-dimethyl-2-oxo-2,4,5,6,6a,11-hexahydro-1H-4,11a-methanoindeno[2,1-d]oxocine-11-carboxamide
(1S,2S,7S,9aR,10S,10aS)-Dimethyl 2,7-diacetoxy-1-methyl-8-methylene-2,5,6,7,8,9,10,10a-octahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylate
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-8,13-Dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxylic acid
(1S,2R,3R,4bR,7S,9aS,10S,10aS)-2,3,7-Trihydroxy-1-methyl-8-methylene-2,3,4b,5,6,7,8,9,10,10a-decahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylic acid
(4bR,7S,9aS,10R)-7-Hydroxy-1-methyl-8-methylene-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulene-10-carboxylic acid
(4bR,7S,9aS,10R)-10-(Hydroxymethyl)-1-methyl-8-methylene-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulen-7-ol
Benzyl ((4bS,7S,9aS,10R)-7-hydroxy-1-methyl-8-methylene-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulen-10-yl)carbamate
(4bS,7S,9aS,10R)-10-Amino-1-methyl-8-methylene-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulen-7-ol
(4bS,7S,9aS,10R)-10-(Benzylamino)-1-methyl-8-methylene-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulen-7-ol
(4bR,7R,9aS,10R)-7-(Bromomethyl)-1-methyl-8-oxo-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulene-10-carboxylic acid
(4bR,7S,9aS,10R)-1,7-Dimethyl-8-oxo-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulene-10-carboxylic acid
(1S,2S,7S,9aR,10S,10aS)-2,7-Dihydroxy-1-methyl-8-methylene-2,5,6,7,8,9,10,10a-octahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylic acid
(1S,2S,7S,9aR,10S,10aS)-Dimethyl 2,7-dihydroxy-1-methyl-8-methylene-2,5,6,7,8,9,10,10a-octahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylate
(3S,4S,4aR,5S,5aR,8S,10aR,11aS)-Dimethyl 3,8-diacetoxy-4-methyl-7-methylene-4,4a,5,6,7,8,9,10-octahydro-3H-5a,8-methanobenzo[1,2]azuleno[1,8a-b]oxirene-4,5-dicarboxylate
(1S,2R,4bR,7S,9aR,10S,10aS)-Dimethyl 2,7-diacetoxy-4b-hydroxy-1-methyl-8-methylene-3-oxo-2,3,4b,5,6,7,8,9,10,10a-decahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylate
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(Cyclohexylmethyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-1H-Benzo[d][1,2,3]triazol-1-yl 8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxylate
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(3-Chlorobenzyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(Cyanomethyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-8,13-Dihydroxy-N-(4-methoxyphenethyl)-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(2,4-Dimethoxybenzyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(2,6-Difluorobenzyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(2-Bromoethyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(2-(Benzo[d][1,3]dioxol-5-yl)ethyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(3-Chloro-4-fluorobenzyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-8,13-Dihydroxy-N-(6-hydroxyhexyl)-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(Furan-2-ylmethyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-(2-Fluorobenzyl)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-N-Cyclopropyl-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-8,13-Dihydroxy-1-methyl-9-methylene-11-(morpholine-4-carbonyl)-5b,6,7,8,9,10,11,11a-octahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepin-2(4H)-one
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-8,13-Dihydroxy-N-(4-hydroxybutyl)-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamide
(1S,4R,5bR,8S,10aS,11S,11aS,13R)-8,13-Dihydroxy-11-(4-hydroxypiperidine-1-carbonyl)-1-methyl-9-methylene-5b,6,7,8,9,10,11,11a-octahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepin-2(4H)-one
(2S,3S)-Methyl 2-((1S,4R,5bR,8S,10aS,11S,11aS,13R)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamido)-3-methylpentanoate
(S)-Methyl 2-((1S,4R,5bR,8S,10aS,11S,11aS,13R)-8,13-dihydroxy-1-methyl-9-methylene-2-oxo-2,4,5b,6,7,8,9,10,11,11a-decahydro-1H-1,4:8,10a-dimethanoazuleno[1,2-d]oxepine-11-carboxamido)-3-(1H-indol-3-yl)propanoate
(1S,2R,3R,4bR,7S,9aS,10S,10aS)-Dimethyl 2,3,7-trihydroxy-1-methyl-8-methylene-2,3,4b,5,6,7,8,9,10,10a-decahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylate
(4bR,7S,9aS,10R)-4-Nitrobenzyl 7-hydroxy-1-methyl-8-methylene-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulene-10-carboxylate
(4bR,7S,9aS,10R)-N-Isobutyl-1,7-dimethyl-8-oxo-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulene-10-carboxamide
(4bR,7S,9aS,10R)-N-(3,5-Dichlorobenzyl)-1,7-dimethyl-8-oxo-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulene-10-carboxamide
(4bR,7S,9aS,10R)-N-(2,4-Dichlorobenzyl)-1,7-dimethyl-8-oxo-5,6,7,8,9,10-hexahydro-4bH-7,9a-methanobenzo[a]azulene-10-carboxamide
(7S,9aR,10R)-N-Isobutyl-1,7-dimethyl-8-oxo-7,8,9,10-tetrahydro-6H-7,9a-methanobenzo[a]azulene-10-carboxamide
(R)-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol
(1S,7S,8aS)-7-((R)-1-Chlorobut-3-en-2-yl)-1-(6-methoxyquinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-Chlorobut-3-en-2-yl)-1-(6-methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-Azidobut-3-en-2-yl)-1-(6-methoxyquinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-Azidobut-3-en-2-yl)-1-(6-methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-Aminobut-3-en-2-yl)-1-(6-methoxyquinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-Aminobut-3-en-2-yl)-1-(6-methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-7-((R)-1-(4-phenyl-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-7-((R)-1-(4-(4-phenoxyphenyl)-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-(4-(1-Hydroxycyclopentyl)-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)-1-(6-methoxyquinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
2-((1-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)-1H-1,2,3-triazol-4-yl)methoxy)isoindoline-1,3-dione
(1S,7S,8aS)-7-((R)-1-(4-(3-Hydroxypropyl)-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)-1-(6-methoxyquinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-(4-(4-Bromophenyl)-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)-1-(6-methoxyquinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-(4-(Hydroxydiphenylmethyl)-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)-1-(6-methoxyquinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-7-((R)-1-(4-phenyl-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-(4-(1-Hydroxycyclopentyl)-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)-1-(6-methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
(1S,7S,8aS)-7-((R)-1-(4-(Hydroxydiphenylmethyl)-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)-1-(6-methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
2-((1-((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)-1H-1,2,3-triazol-4-yl)methoxy)isoindoline-1,3-dione
(1S,7S,8aS)-7-((R)-1-(4-(4-(Dimethylamino)phenyl)-1H-1,2,3-triazol-1-yl)but-3-en-2-yl)-1-(6-methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-one
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)acetamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)benzamide
2-(((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)amino)-2-oxoethyl acetate
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)morpholine-4-carboxamide
2-(Benzyloxy)-N-((R)-2-((1S,7S,8aS)-1-(6-methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)acetamide
6-Chloro-N-((R)-2-((1S,7S,8aS)-1-(6-methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)nicotinamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)acetamide
6-Chloro-N-((R)-2-((1S,7S,8aS)-1-(6-methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)nicotinamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)morpholine-4-carboxamide
2-(((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)amino)-2-oxoethyl acetate
2-(Benzyloxy)-N-((R)-2-((1S,7S,8aS)-1-(6-methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)acetamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)-4-methylbenzenesulfonamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)naphthalene-1-sulfonamide
N-(4-(N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)sulfamoyl)phenyl)acetamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)-6-phenoxypyridine-3-sulfonamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)-5-(1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)thiophene-2-sulfonamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxyquinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)benzofuran-2-sulfonamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)-4-methylbenzenesulfonamide
N-(4-(N-((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)sulfamoyl)phenyl)acetamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)-6-phenoxypyridine-3-sulfonamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)benzofuran-2-sulfonamide
N-((R)-2-((1S,7S,8aS)-1-(6-Methoxy-2-(4-phenoxyphenyl)quinolin-4-yl)-3-oxohexahydro-1H-thiazolo[3,4-a]pyridin-7-yl)but-3-en-1-yl)naphthalene-1-sulfonamide
(4aR,8aS)-Benzyl 7-(6-methoxyquinolin-4-yl)-1,4,4a,5,6,8a-hexahydroisoquinoline-2(3H)-carboxylate
(3R,4R)-Benzyl 4-(3-(6-methoxy-2-((S)-2-(methoxymethyl)pyrrolidin-1-yl)quinolin-4-yl)-3-oxopropyl)-3-vinylpiperidine-1-carboxylate
(2S,4R,5R)-5-Isopentyl-7-methoxy-4-((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)-1,2,4,5-tetrahydro-2,5-methanobenzo[d][1,3]oxazepine
(S)-O-Phenyl 6-methoxy-4-((R)-((phenoxycarbonothioyl)oxy)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)-4-phenyl-3,4-dihydroquinoline-1(2H)-carbothioate
(3R,4R)-Benzyl 4-(3-(6-methoxyquinolin-4-yl)-3-oxopropyl)-3-vinylpiperidine-1-carboxylate
(R)-((S)-6-Methoxy-4-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol
1-(6-Methoxyquinolin-4-yl)-3-((3R,4R)-3-vinylpiperidin-4-yl)propan-1-one
(3R,4R)-Benzyl 4-(3-(6-methoxyquinolin-4-yl)but-3-en-1-yl)-3-vinylpiperidine-1-carboxylate
4-(3-((3R,4R)-1-((Benzyloxy)carbonyl)-3-vinylpiperidin-4-yl)propanoyl)-6-methoxyquinoline 1-oxide
(3R,4R)-Benzyl 4-(3-(2-chloro-6-methoxyquinolin-4-yl)-3-oxopropyl)-3-vinylpiperidine-1-carboxylate
(2S,4R,5S)-7-Methoxy-5-phenyl-4-((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)-1,2,4,5-tetrahydro-2,5-methanobenzo[d][1,3]oxazepine
Affiliations
University of Illinois, Department of Chemistry, Roger Adams Laboratory, 600 South Mathews, Urbana, Illinois 61801, USA
Robert W. Huigens III,
Karen C. Morrison,
Robert W. Hicklin,
Timothy A. Flood Jr,
Michelle F. Richter &
Paul J. Hergenrother
Contributions
P.J.H. and R.W.H. III conceived the study. R.W.H. III designed and executed the synthesis of the A compound set and constructed libraries based on compounds , , , , ,
and . K.C.M. designed and executed the synthesis of the G compound set and constructed libraries based on ,
and . R.W.H. designed and executed the synthesis of the Q compound set and constructed the library based on . T.A.F. performed computational analyses of all the compound sets discussed in this Article. M.F.R. constructed libraries of compounds , ,
and . P.J.H. supervised this research and wrote this manuscript with the assistance of R.W.H. III, K.C.M., R.W.H. and T.A.F.
Competing financial interests
The authors declare no competing financial interests.
Corresponding author
Correspondence to:
Author details
Robert W. Huigens IIIKaren C. MorrisonRobert W. HicklinTimothy A. Flood JrMichelle F. RichterPaul J. Hergenrother}