(2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol

Base Information

Chemical Name:(2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol
CAS No.:152732-85-9
Molecular Formula:C₂₇H₃₇BrO₄Si
Molecular Weight:533.578
Hs Code.:

Synonyms:(2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol

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Chemical Property of (2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol

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Technology Process of (2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol

There total 3 articles about (2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol 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: 99.0%

: 132235-67-7
(2S,3R)-4-O-benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 152732-85-9
(2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 10h; Ambient temperature;
DOI:10.1016/S0040-4020(01)96269-6

Reference yield:

: 132235-65-5
(2S,3R)-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

: 152732-85-9
(2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 99 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

With pyridine; 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96269-6

Reference yield:

: 108267-97-6
(2S,3R)-4-(p-bromobenzyloxy)-2,3-epoxybutan-1-ol

: 152732-85-9
(2S,3R)-4-O-benzoyl-1-O-(4-bromobenzyl)-2-O-tert-butyldimethylsilyl-3-(2-propenyl)-1,2,4-butanetriol

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / diethyl ether / -55 °C

2: 85 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

3: 99 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

With pyridine; 1H-imidazole; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96269-6