(2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

Base Information

Chemical Name:(2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol
CAS No.:154819-68-8
Molecular Formula:C₂₁H₂₃BrO₄
Molecular Weight:419.315
Hs Code.:

Synonyms:(2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

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Chemical Property of (2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

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Technology Process of (2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

There total 3 articles about (2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-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: 79.0%

: 98-88-4
benzoyl chloride

: 154819-67-7
(2R,3R)-1-O-(p-Bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

: 154819-68-8
(2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at -5 ℃; for 1h;
DOI:10.1021/jo00086a032

Reference yield:

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

: 154819-68-8
(2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

Guidance literature:: Multi-step reaction with 3 steps

1: Ph₃P, DEAD / diethyl ether / Ambient temperature

2: NaOMe / methanol / Ambient temperature

3: 79 percent / 5percent aq. NaOH / tetrabutylammonium hydrogen sulfate / CH₂Cl₂ / 1 h / -5 °C

With sodium hydroxide; sodium methylate; triphenylphosphine; diethylazodicarboxylate; tetra(n-butyl)ammonium hydrogensulfate; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00086a032

Reference yield:

: C₂₈H₂₇BrO₅

: 154819-68-8
(2R,3R)-4-O-Benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe / methanol / Ambient temperature

2: 79 percent / 5percent aq. NaOH / tetrabutylammonium hydrogen sulfate / CH₂Cl₂ / 1 h / -5 °C

With sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; In methanol; dichloromethane;
DOI:10.1021/jo00086a032