tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate

Base Information

Chemical Name:tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate
CAS No.:885032-74-6
Molecular Formula:C₂₂H₂₉F₂N₃O₃
Molecular Weight:421.487
Hs Code.:

Synonyms:tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate

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Chemical Property of tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate

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Technology Process of tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate

There total 9 articles about tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-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%

: 885033-77-2
1-amino-3-hydroxy-3-methylbutan-2-one hydrochloride

: 880144-46-7
tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-ylcarbamate

: 885032-74-6
tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate

Guidance literature:: With triethylamine; mercury dichloride; In ethanol; at 60 ℃;
DOI:10.1016/j.bmcl.2010.12.054

Reference yield:

: 885032-73-5
tert-butyl (6S,9R)-3-acetyl-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate

: 75-16-1
methylmagnesium bromide

: 885032-74-6
tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate

Guidance literature:: tert-butyl (6S,9R)-3-acetyl-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate; methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 0.5h;

With water; In tetrahydrofuran; diethyl ether; Product distribution / selectivity;

Reference yield:

: 781650-32-6
tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-oxoazepan-3-yl]carbamate

: 885032-74-6
tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(1-hydroxy-1-methylethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: Lawessons reagent / 90 °C

2: mercury dichloride / ethanol / 55 °C

3: dipyridinium dichromate / acetonitrile

With Lawessons reagent; dipyridinium dichromate; mercury dichloride; In ethanol; acetonitrile;
DOI:10.1016/j.bmcl.2010.12.054