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

Base Information

Chemical Name:tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate
CAS No.:1289024-45-8
Molecular Formula:C₃₀H₄₄F₂N₂O₃Si
Molecular Weight:546.773
Hs Code.:

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

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Chemical Property of tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

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Technology Process of tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

There total 4 articles about tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate 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: 75.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1289024-42-5
(5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-amine

: 1289024-45-8
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

Guidance literature:: di-tert-butyl dicarbonate; (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-amine; In tetrahydrofuran; at 20 ℃;

With propylamine; In tetrahydrofuran;

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

: 1289024-45-8
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

Guidance literature:: Multi-step reaction with 4 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

With N-chloro-succinimide; sodium azide; hydrogen; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; 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

: 1289024-45-8
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

Guidance literature:: Multi-step reaction with 3 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

With sodium azide; hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;