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

Base Information

• Chemical Name: (2S,3R)-1-amino-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propan-2-ol
• CAS No.: 1028547-05-8
• Molecular Formula: C₁₇H₂₀BrNO₃
• Molecular Weight: 366.255
• Mol file: 1028547-05-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (2S,3R)-1-amino-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propan-2-ol 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: 49.0%

(2S,3R)-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)-1-(toluenesulfonyloxy)propan-2-ol (1028546-93-1) → (2S,3R)-1-amino-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propan-2-ol (1028547-05-8)

Guidance literature:

With ammonium hydroxide;

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)-1-amino-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propan-2-ol (1028547-05-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / DIBAL-H

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

3: 65 percent / NEt₃; DMAP

4: 49 percent / ammonium hydroxide

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

DOI:10.1002/jlcr.1242

Reference yield:

(2E)-3-(4-bromophenyl)prop-2-en-1-ol (105515-33-1) → (2S,3R)-1-amino-3-(4-bromophenyl)-3-(2-ethoxyphenoxy)propan-2-ol (1028547-05-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / t-BuOOH; (+)-DIPT / Ti(O-iPr)4

2: 65 percent / NEt₃; DMAP

3: 49 percent / ammonium hydroxide

With tert.-butylhydroperoxide; dmap; ammonium hydroxide; L-(+)-diisopropyl tartrate; triethylamine; titanium(IV) isopropylate; 1: Sharpless asymmetric epoxidation;

DOI:10.1002/jlcr.1242

upstream raw materials:

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

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

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

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

Downstream raw materials:

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

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

(2S,3R)-2-[(4-bromophenyl)-(2-ethoxyphenoxy)methyl]morpholine

(2S,3R)-2-[(4-bromophenyl)-(2-ethoxyphenoxy)methyl]-N-tert-butoxycarbonylmorpholine