(R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid

Base Information

• Chemical Name: (R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid
• CAS No.: 42399-50-8
• Molecular Formula: C₁₆H₁₇NO₄S
• Molecular Weight: 319.381
• European Community (EC) Number: 255-800-4
• Mol file: 42399-50-8.mol

Synonyms:EINECS 255-800-4;42399-50-8;(R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid;C16H17NO4S;[R-(R*,R*)]-3-[(o-aminophenyl)thio]-3-(p-methoxyphenyl)lactic acid;SCHEMBL7006227;KHQWPNQLSKDWAR-LSDHHAIUSA-N;(2R,3R)-3-[(2-Aminophenyl)thio]-2-hydroxy-3-(4-methoxyphenyl)propionic acid

Chemical Property of (R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid

Chemical Property:

• Vapor Pressure: 4.92E-12mmHg at 25°C
• Boiling Point: 529.3°Cat760mmHg
• Flash Point: 273.9°C
• Density: 1.37g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 319.08782920
• Heavy Atom Count: 22
• Complexity: 360

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C(C(=O)O)O)SC2=CC=CC=C2N
• Isomeric SMILES: COC1=CC=C(C=C1)[C@H]([C@@H](C(=O)O)O)SC2=CC=CC=C2N

Technology Process of (R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid

There total 6 articles about (R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid 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:

(2RS,3RS)-3-(2'-aminophenylthio)-2-hydroxy-3-(4''-methoxyphenyl)-propionic acid methyl ester (30193-56-7) → erythro-(+)-3-((2-aminophenyl)thio)-2-hydroxy-3-(4-methoxyphenyl)propionic acid (30193-57-8,30825-31-1,42399-48-4,42399-50-8,42399-55-3,119009-50-6,131565-75-8,131613-02-0) + erythro-(-)-3-((2-aminophenyl)thio)-2-hydroxy-3-(4-methoxyphenyl)propionic acid (30193-57-8,30825-31-1,42399-48-4,42399-50-8,42399-55-3,119009-50-6,131565-75-8,131613-02-0)

Guidance literature:

With sodium hydroxide; In water; at 80 ℃; for 2h;

DOI:10.1021/jo00006a064

Reference yield:

(2RS,3RS)-3-(2'-aminophenylthio)-2-hydroxy-3-(4''-methoxyphenyl)-propionic acid methyl ester (30193-56-7) → erythro-(+)-3-((2-aminophenyl)thio)-2-hydroxy-3-(4-methoxyphenyl)propionic acid (30193-57-8,30825-31-1,42399-48-4,42399-50-8,42399-55-3,119009-50-6,131565-75-8,131613-02-0) + erythro-(-)-3-((2-aminophenyl)thio)-2-hydroxy-3-(4-methoxyphenyl)propionic acid (30193-57-8,30825-31-1,42399-48-4,42399-50-8,42399-55-3,119009-50-6,131565-75-8,131613-02-0)

Guidance literature:

With sodium hydroxide; In water; at 80 ℃; for 2h;

DOI:10.1021/jo00006a064

Reference yield:

methyl trans-3-(4-methoxyphenyl)glycidate (96125-49-4) → erythro-(+)-3-((2-aminophenyl)thio)-2-hydroxy-3-(4-methoxyphenyl)propionic acid (30193-57-8,30825-31-1,42399-48-4,42399-50-8,42399-55-3,119009-50-6,131565-75-8,131613-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 g / sodium bicarbonate / methanol / 3 h / Ambient temperature

2: sodium hydroxide / H₂O / 2 h / 80 °C

With sodium hydroxide; sodium hydrogencarbonate; In methanol; water;

DOI:10.1021/jo00006a064

upstream raw materials:

(2RS,3RS)-3-(2'-aminophenylthio)-2-hydroxy-3-(4''-methoxyphenyl)-propionic acid methyl ester

methyl trans-3-(4-methoxyphenyl)glycidate

2-amino-benzenethiol

Downstream raw materials:

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

(+/-)-trans-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

Refernces