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

Base Information

Chemical Name:(6R,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine
CAS No.:1190363-52-0
Molecular Formula:C₂₅H₃₅F₂NOSi
Molecular Weight:431.641
Hs Code.:

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

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Chemical Property of (6R,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine

Chemical Property:

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Technology Process of (6R,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine

There total 8 articles about (6R,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine 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:

: 1190363-51-9
(5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl methanesulfonate

: 1190363-52-0
(6R,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; benzene; at 20 ℃; for 4h;

Reference yield:

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

: 1190363-52-0
(6R,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine

Guidance literature:: Multi-step reaction with 5 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

4: triethylamine; dmap / 20 °C

5: lithium triethylborohydride / tetrahydrofuran / 12 h / 2 °C

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

Reference yield:

: 1354640-52-0
(9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-5-one

: 1190363-52-0
(6R,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / water; isopropyl alcohol / 48 h / 20 °C

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

3: triethylamine; dmap / 20 °C

4: lithium triethylborohydride / tetrahydrofuran / 12 h / 2 °C

With dmap; lithium triethylborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium tri-t-butoxyaluminum hydride; triethylamine; In tetrahydrofuran; tert-butyl methyl ether; water; isopropyl alcohol;
DOI:10.1021/ol302262q