(+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid

Base Information

• Chemical Name: (+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid
• CAS No.: 96125-51-8
• Molecular Formula: C₁₆H₁₆ClNO₄S
• Molecular Weight: 353.826

Synonyms:(+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid

Chemical Property of (+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid

Chemical Property:

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Technology Process of (+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid

There total 7 articles about (+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic 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: 97.9%

methyl threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate (96142-62-0) → (+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid (96125-51-8)

Guidance literature:

With sodium hydroxide; In ethanol; for 3h; Ambient temperature;

DOI:10.1021/jm00106a032

Reference yield: 78.8%

3-(5-Chloro-2-nitro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid (96125-21-2) → (+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid (96125-51-8)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; for 11h; Ambient temperature;

DOI:10.1021/jm00106a032

Reference yield:

2-amino-5-chlorobenzenethiol (23474-98-8) → (+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid (96125-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 60.5 percent / toluene / 24 h / 80 °C

2: 97.9 percent / 5percent aq. NaOH / ethanol / 3 h / Ambient temperature

With sodium hydroxide; In ethanol; toluene;

DOI:10.1021/jm00106a032

upstream raw materials:

methyl threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate

3-(5-Chloro-2-nitro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid

2-amino-5-chlorobenzenethiol

6-chloro-2-aminobenzothiazole

Downstream raw materials:

4-Methyl-benzoic acid (2R,3R)-8-chloro-5-(2-dimethylamino-ethyl)-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester

Acetic acid (2R,3R)-5-[2-(benzyl-methyl-amino)-ethyl]-8-chloro-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester

(2R,3R)-5-[2-(Benzyl-methyl-amino)-ethyl]-8-chloro-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

(+/-)-cis-<<(n-butylamino)carbonyl>oxy>-8-chloro-5-<2-(dimethylamino)ethyl>-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

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