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

Base Information

• Chemical Name: (2S,3R)-4-O-benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol
• CAS No.: 132235-67-7
• Molecular Formula: C₂₁H₂₃BrO₄
• Molecular Weight: 419.315
• Mol file: 132235-67-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (2S,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: 86.0%

benzoyl chloride (98-88-4) + (2S,3R)-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol (132235-65-5) → (2S,3R)-4-O-benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol (132235-67-7)

Guidance literature:

With pyridine; for 0.25h;

DOI:10.1021/jo00009a012

Reference yield: 86.0%

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

Guidance literature:

Reference yield:

(2S,3R)-3-<<(4-bromobenzyl)oxy>methyl>oxirane-2-methanol (108267-97-6) → (2S,3R)-4-O-benzoyl-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol (132235-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / diethyl ether / 0.5 h / -50 °C

2: 86 percent / pyridine / 0.25 h

With pyridine; In diethyl ether;

DOI:10.1021/jo00009a012

upstream raw materials:

benzoyl chloride

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

(2S,3R)-4-(p-bromobenzyloxy)-2,3-epoxybutan-1-ol

(2S,3R)-3-<<(4-bromobenzyl)oxy>methyl>oxirane-2-methanol

Downstream raw materials:

C₂₅H₂₃N₅O₅

C₂₅H₂₃N₅O₅

methyl 3-C-<(benzoyloxy)methyl>-5-O-(p-bromobenzyl)-2,3-dideoxy-D-erythro-pentofuranoside

methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside