(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-ester

Base Information

Chemical Name:(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-ester
CAS No.:340740-03-6
Molecular Formula:C₁₉H₂₉NO₄Si
Molecular Weight:363.529
Hs Code.:

Synonyms:(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-ester

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Chemical Property of (2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-ester

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Technology Process of (2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-ester

There total 4 articles about (2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-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: 98.0%

: 31560-20-0,120806-96-4
(2S,4R)-1-benzoyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 340740-03-6
(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-ester

Guidance literature:: (2S,4R)-1-benzoyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

tert-butyldimethylsilyl chloride; In N,N-dimethyl-formamide; toluene; for 40h; Further stages.;
DOI:10.1021/ol015721x

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 340740-03-6
(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 13.5 h / 0 - 20 °C

2.1: imidazole / dimethylformamide / 3 h / 20 °C

2.2: 98 percent / dimethylformamide; toluene / 40 h

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol015721x

Reference yield:

: 98-88-4
benzoyl chloride

: 340740-03-6
(2S,4R)-4-{[1-(tert-butyl)-1,1-dimethylsilyl]-oxy}-1-benzoyl-prolin-methyl-ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 13.5 h / 0 - 20 °C

2.1: imidazole / dimethylformamide / 3 h / 20 °C

2.2: 98 percent / dimethylformamide; toluene / 40 h

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol015721x