(S)-b-AMino-4-chloro-benzeneethanol

Base Information

• Chemical Name: (S)-b-AMino-4-chloro-benzeneethanol
• CAS No.: 191109-51-0
• Molecular Formula: C8H10ClNO
• Molecular Weight: 171.626
• Hs Code.: 2922190090
• Mol file: 191109-51-0.mol

Synonyms:(S)-b-AMino-4-chloro-benzeneethanol;(S)-2-aMino-2-(4-chlorophenyl)ethanol;(2S)-2-AMINO-2-(4-CHLOROPHENYL)ETHAN-1-OL

Chemical Property of (S)-b-AMino-4-chloro-benzeneethanol

Chemical Property:

• PSA: 46.25000
• LogP: 2.03240
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99%, ^*data from raw suppliers

(S)-2-Amino-2-(4-chlorophenyl)ethanolhydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-b-AMino-4-chloro-benzeneethanol

There total 10 articles about (S)-b-AMino-4-chloro-benzeneethanol 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: 92.0%

(S)-2-amino-2-(4-chlorophenyl)acetic acid (67336-19-0,7292-70-8) → (S)-1-(4-chlorophenyl)-2-hydroxyethylamine (191109-51-0)

Guidance literature:

(S)-2-amino-2-(4-chlorophenyl)acetic acid; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 4.16667h;

With sodium hydroxide; water; In tetrahydrofuran; at 65 ℃; for 18h;

Reference yield:

4-Chlorostyrene oxide (2788-86-5) → (S)-1-(4-chlorophenyl)-2-hydroxyethylamine (191109-51-0)

Guidance literature:

With pyridoxal 5'-phosphate; (R)-1-phenyl-ethyl-amine; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 5h; pH=7.5; Reagent/catalyst; Green chemistry; Enzymatic reaction;

DOI:10.1039/c8cy02377h

Reference yield:

1-(p-chlorophenyl)-1,2-ethanediol (7477-64-7) → (S)-1-(4-chlorophenyl)-2-hydroxyethylamine (191109-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,3 butanediol dehydrogenase from Bacillus subtilis / Enzymatic reaction

2: (R)-ω-transaminase from Mycobacterium vanbaalenii; (R)-1-phenyl-ethyl-amine; NAD / Enzymatic reaction

With (R)-1-phenyl-ethyl-amine; (R)-ω-transaminase from Mycobacterium vanbaalenii; 2,3 butanediol dehydrogenase from Bacillus subtilis; NAD;

DOI:10.1039/c8cy02377h

upstream raw materials:

(S)-2-azido-2-(4-chlorophenyl)ethanol

4-vinylbenzyl chloride

(1R)-1-(4-chlorophenyl)-1,2-ethanediol

(R)-4-(p-chlorophenyl)-1,3-dioxolane-2-one

Downstream raw materials:

2-(Bis-{[(S)-1-(4-chloro-phenyl)-2-hydroxy-ethylcarbamoyl]-methyl}-amino)-N-[(S)-1-(4-chloro-phenyl)-2-hydroxy-ethyl]-acetamide

Refernces

• 1、 Zhang, Jian-Dong,Chang, Ya-Wen,Dong, Rui,Yang, Xiao-Xiao,Gao, Li-Li,Li, Jing,Huang, Shuang-Ping,Guo, Xing-Mei,Zhang, Chao-Feng,Chang, Hong-Hong. "Enantioselective Cascade Biocatalysis for Deracemization of Racemic β-Amino Alcohols to Enantiopure (S)-β-Amino Alcohols by Employing Cyclohexylamine Oxidase and ω-Transaminase". . p. 124 - 128. Retrieved 2020/09/21.
• 2、 Zhang, Jian-Dong,Yang, Xiao-Xiao,Jia, Qiao,Zhao, Jian-Wei,Gao, Li-Li,Gao, When-Chao,Chang, Hong-Hong,Wei, Wen-Long,Xu, Jian-He. "Asymmetric ring opening of racemic epoxides for enantioselective synthesis of (S)-β-amino alcohols by a cofactor self-sufficient cascade biocatalysis system". . p. 70 - 74. Retrieved 2019/01/10.