(5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride

Base Information

Chemical Name:(5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride
CAS No.:1397525-83-5
Molecular Formula:C₂₅H₃₅F₂NO₂Si*ClH
Molecular Weight:484.102
Hs Code.:

Synonyms:(5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride

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Chemical Property of (5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride

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Technology Process of (5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride

There total 7 articles about (5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride 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: 80.0%

: 1190363-46-2
(6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-5-one

: 1397525-83-5
(5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; tert-butyl methyl ether; at -5 - 2 ℃; for 12h;
DOI:10.1021/ol302262q

Reference yield:

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

: 1397525-83-5
(5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride

Guidance literature:: Multi-step reaction with 2 steps

1: palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate; sodium t-butanolate / toluene / 4 h / 95 °C / Large scale

2: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran; tert-butyl methyl ether / 12 h / -5 - 2 °C

With palladium diacetate; lithium tri-t-butoxyaluminum hydride; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; tert-butyl methyl ether; toluene;
DOI:10.1021/ol302262q

Reference yield:

: 1190363-44-0
(R)-9-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one hydrochloride

: 1397525-83-5
(5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C

2: palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate; sodium t-butanolate / toluene / 4 h / 95 °C / Large scale

3: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran; tert-butyl methyl ether / 12 h / -5 - 2 °C

With palladium diacetate; lithium tri-t-butoxyaluminum hydride; triethylamine; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; toluene;
DOI:10.1021/ol302262q