(αS)-α-(Aminomethyl)-4-hydroxybenzenemethanol

Base Information

• Chemical Name: (αS)-α-(Aminomethyl)-4-hydroxybenzenemethanol
• CAS No.: 826-01-7
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Mol file: 826-01-7.mol

Synonyms:octopamine;4-((S)-2-Amino-1-hydroxy-ethyl)-phenol;Octopamin;(S)-octopamine;(+)-Octopamine;(S)-2-amino-1-(4-hydroxyphenyl)ethanol;(+)-2-Amino-1-(4-hydroxy-phenyl)-ethanol;

Chemical Property of (αS)-α-(Aminomethyl)-4-hydroxybenzenemethanol

Chemical Property:

• PSA: 66.48000
• LogP: 1.08460

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (αS)-α-(Aminomethyl)-4-hydroxybenzenemethanol

There total 13 articles about (αS)-α-(Aminomethyl)-4-hydroxybenzenemethanol 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: 85.0%

[(S)-2-Hydroxy-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid benzyl ester → (S)-1-hydroxy-1-(4-hydroxyphenyl)-2-aminoethane (826-01-7,1915-83-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 8h; under 760 Torr;

DOI:10.1021/ja038043d

Reference yield: 85.0%

→ (S)-1-hydroxy-1-(4-hydroxyphenyl)-2-aminoethane (826-01-7,1915-83-9)

Guidance literature:

Reference yield:

(S)-(+)-acetic acid 4-(2-benzyloxycarbonylamino-1-hydroxy-ethyl)phenyl ester (200405-33-0) → (S)-1-hydroxy-1-(4-hydroxyphenyl)-2-aminoethane (826-01-7,1915-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. potassium hydroxide / ethanol / 1 h / 23 - 25 °C

2: 85 percent / H₂ / Pd/C / ethanol / 8 h / 20 °C / 760 Torr

With potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja038043d

upstream raw materials:

octopamine

[2-hydroxy-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

4-hydroxy-benzaldehyde

glycine

Refernces

• 1、 Cho, Inha,Prier, Christopher K.,Jia, Zhi-Jun,Zhang, Ruijie K.,G?rbe, Tamás,Arnold, Frances H.. "Enantioselective Aminohydroxylation of Styrenyl Olefins Catalyzed by an Engineered Hemoprotein". supporting information. p. 3138 - 3142. Retrieved 2019/02/01.
• 2、 Steinreiber, Johannes,Schuermann, Martin,Van Assema, Friso,Wolberg, Michael,Fesko, Kateryna,Reisinger, Christoph,Mink, Daniel,Griengl, Herfried. "Synthesis of aromatic 1,2-amino alcohols utilizing a bienzymatic dynamic kinetic asymmetric transformation". . p. 1379 - 1386. Retrieved 2008/04/03.