(5S,6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl acetate

Base Information

Chemical Name:(5S,6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl acetate
CAS No.:1289024-32-3
Molecular Formula:C₂₇H₃₇F₂NO₃Si
Molecular Weight:489.678
Hs Code.:

Synonyms:(5S,6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl acetate

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

Chemical Property:

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

There total 4 articles about (5S,6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl acetate 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:

: 1289024-25-4
(5S,6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol

: 108-24-7
acetic anhydride

: 1289024-32-3
(5S,6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl acetate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

: 461-96-1
3,5-difluorobromobenzene

: 1289024-32-3
(5S,6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium t-butanolate; palladium diacetate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl / toluene / 18 h / 80 °C / Inert atmosphere

2.1: lithium borohydride / cyclopentyl methyl ether / 6 h / 0 - 20 °C / Inert atmosphere

2.2: 0.5 h

3.1: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With dmap; lithium borohydride; palladium diacetate; triethylamine; sodium t-butanolate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; In dichloromethane; cyclopentyl methyl ether; toluene;

Reference yield:

: 1190363-45-1
(R)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one

: 1289024-32-3
(5S,6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium t-butanolate; palladium diacetate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl / toluene / 18 h / 80 °C / Inert atmosphere

2.1: lithium borohydride / cyclopentyl methyl ether / 6 h / 0 - 20 °C / Inert atmosphere

2.2: 0.5 h

3.1: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With dmap; lithium borohydride; palladium diacetate; triethylamine; sodium t-butanolate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; In dichloromethane; cyclopentyl methyl ether; toluene;