(5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

Base Information

Chemical Name:(5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate
CAS No.:1289024-54-9
Molecular Formula:C₃₇H₃₅F₂N₅O₅
Molecular Weight:667.712
Hs Code.:

(5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

Synonyms:(5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

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Chemical Property of (5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

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Technology Process of (5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

There total 7 articles about (5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 46.6%

: 1289024-51-6
5-isocyanato-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

: 1289024-48-1
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

: 1289024-54-9
(5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

: 1190363-50-8
(5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]-pyridin-5-ol

: 1289024-54-9
(5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: N-chloro-succinimide; triphenylphosphine / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 17.5 h / 20 - 50 °C / Inert atmosphere

3: hydrogen / palladium 10% on activated carbon / ethanol / 7.5 h / 760.05 Torr

4: tetrahydrofuran / 20 °C

5: N-butyl-N,N-dipropylbutan-1-aminium fluoride / tetrahydrofuran / 1 h / 20 °C

6: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

With N-chloro-succinimide; sodium azide; N-butyl-N,N-dipropylbutan-1-aminium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1289024-04-9
(5R,6S,9R)-5-chloro-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine

: 1289024-54-9
(5S,6S,9R)-6-(2,3-difluorophenyl)-5-[(tert-butoxycarbonyl)amino]-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl (2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium azide / N,N-dimethyl-formamide / 17.5 h / 20 - 50 °C / Inert atmosphere

2: hydrogen / palladium 10% on activated carbon / ethanol / 7.5 h / 760.05 Torr

3: tetrahydrofuran / 20 °C

4: N-butyl-N,N-dipropylbutan-1-aminium fluoride / tetrahydrofuran / 1 h / 20 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

With sodium azide; N-butyl-N,N-dipropylbutan-1-aminium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;