(2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol

Base Information

• Chemical Name: (2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol
• CAS No.: 1028546-91-9
• Molecular Formula: C₁₇H₁₉BrO₄
• Molecular Weight: 367.239
• Mol file: 1028546-91-9.mol

Synonyms:(2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol

Chemical Property of (2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol

There total 5 articles about (2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol 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: 67.0%

2-Ethoxyphenol (94-71-3) + [(2S,3S)-3-(4-bromophenyl)oxiran-2-yl]methanol (106948-05-4) → (2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol (1028546-91-9)

Guidance literature:

2-Ethoxyphenol; With sodium hydroxide; In water; at 70 ℃; for 1h; Inert atmosphere;

[(2S,3S)-3-(4-bromophenyl)oxiran-2-yl]methanol; In water; at 70 ℃; for 4h; regioselective reaction; Inert atmosphere;

DOI:10.1039/b802819b

Reference yield: 67.0%

2-ethoxyphenoxy sodium salt + [(2S,3S)-3-(4-bromophenyl)oxiran-2-yl]methanol (106948-05-4) → (2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol (1028546-91-9)

Guidance literature:

DOI:10.1002/jlcr.1242

Reference yield:

ethyl (E)-3-(4-bromophenyl)-2-propenoate (24393-53-1,136265-11-7,15795-20-7) → (2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propane-1,2-diol (1028546-91-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / DIBAL-H

2: 74 percent / t-BuOOH; (+)-DIPT / Ti(O-iPr)4

With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; diisobutylaluminium hydride; titanium(IV) isopropylate; 2: Sharpless asymmetric epoxidation;

DOI:10.1002/jlcr.1242

upstream raw materials:

[(2S,3S)-3-(4-bromophenyl)oxiran-2-yl]methanol

ethyl (E)-3-(4-bromophenyl)-2-propenoate

(2E)-3-(4-bromophenyl)prop-2-en-1-ol

4-bromo-benzaldehyde

Downstream raw materials:

(2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)-1-(toluenesulfonyloxy)propan-2-ol

(2S,3R)-1-amino-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propan-2-ol

(2S,3R)-1-chloroacetylamino-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propan-2-ol

(2S,3R)-2-[(4-bromophenyl)-(2-ethoxyphenoxy)methyl]morpholin-5-one