(2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine

Base Information

Chemical Name:(2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine
CAS No.:249617-07-0
Molecular Formula:C₂₂H₃₇NO₄Si
Molecular Weight:407.626
Hs Code.:

Synonyms:(2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine

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Chemical Property of (2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine

Chemical Property:

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Technology Process of (2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine

There total 6 articles about (2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine 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:

: 249617-10-5
2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 249617-07-0
(2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine

Guidance literature:: With hydrogen; palladium dihydroxide; In 1,4-dioxane; acetic acid; at 20 ℃; for 24h;
DOI:10.1055/s-1999-3661

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 249617-07-0
(2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / imidazole / dimethylformamide / 20 h / 50 °C

2: H₂ / 10 percent Pd(OH)2/C / dioxane / 144 h / 20 °C / 3000.24 Torr

3: H₂ / 10 percent Pd(OH)2/C / dioxane; acetic acid / 24 h / 20 °C

With 1H-imidazole; hydrogen; palladium dihydroxide; In 1,4-dioxane; acetic acid; N,N-dimethyl-formamide; 1: Etherification / 2: Catalytic hydrogenation / 3: Hydrogenolysis;
DOI:10.1055/s-1999-3661

Reference yield:

: 186465-38-3
(2R,3S,4S)-1,2-Dibenzyl-3-(benzyloxy)-4-hydroxypyrrolidine

: 249617-07-0
(2R,3S,4S)-2-Benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-3-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / imidazole / dimethylformamide / 20 h / 50 °C

2: H₂ / 10 percent Pd(OH)2/C / dioxane / 144 h / 20 °C / 3000.24 Torr

3: H₂ / 10 percent Pd(OH)2/C / dioxane; acetic acid / 24 h / 20 °C

With 1H-imidazole; hydrogen; palladium dihydroxide; In 1,4-dioxane; acetic acid; N,N-dimethyl-formamide; 1: Etherification / 2: Catalytic hydrogenation / 3: Hydrogenolysis;
DOI:10.1055/s-1999-3661