(2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester

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Chemical Name:(2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester
CAS No.:1174655-34-5
Molecular Formula:C₂₇H₃₃FN₂O₄Si
Molecular Weight:496.654
Hs Code.:

Synonyms:(2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester

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Chemical Property of (2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester

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Technology Process of (2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester

There total 6 articles about (2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester 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:

: 399-51-9
6-fluoro-1H-indole

: (2S,4R)-1-(benzyloxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carbonyl chloride

: 1174655-34-5
(2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: 6-fluoro-1H-indole; With ethylmagnesium bromide; In diethyl ether; chlorobenzene; toluene; at -4 - 2.5 ℃;

(2S,4R)-1-(benzyloxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carbonyl chloride; In diethyl ether; chlorobenzene; toluene; at 2 - 10.6 ℃; for 5.75h;

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1174655-34-5
(2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 22 h / 26 °C / Cooling

2.1: oxalyl dichloride / N,N-dimethyl-formamide; toluene / 4 h / 20 °C

3.1: ethylmagnesium bromide / toluene; chlorobenzene; diethyl ether / 1.02 h / -4 - 2.5 °C

3.2: 5.75 h / 2 °C

With oxalyl dichloride; ethylmagnesium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In diethyl ether; N,N-dimethyl-formamide; chlorobenzene; toluene;

Reference yield:

: 81396-84-1
(2S,4R)-1-((benzyloxy)carbonyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-2-carboxylic acid

: 1174655-34-5
(2S,4R)-4-(tert-butyldimethylsilyloxy)-2-(6-fluoro-1H-indole-3-carbonyl)pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide; toluene / 4 h / 20 °C

2.1: ethylmagnesium bromide / toluene; chlorobenzene; diethyl ether / 1.02 h / -4 - 2.5 °C

2.2: 5.75 h / 2 °C

With oxalyl dichloride; ethylmagnesium bromide; In diethyl ether; N,N-dimethyl-formamide; chlorobenzene; toluene;