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

Base Information

• Chemical Name: methyl threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate
• CAS No.: 96142-62-0
• Molecular Formula: C₁₇H₁₈ClNO₄S
• Molecular Weight: 367.853

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

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

Chemical Property:

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

There total 2 articles about methyl threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate 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: 60.5%

2-amino-5-chlorobenzenethiol (23474-98-8) + methyl trans-3-(4-methoxyphenyl)glycidate (96125-49-4) → methyl threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate (96142-62-0)

Guidance literature:

In toluene; at 80 ℃; for 24h;

DOI:10.1021/jm00106a032

Reference yield:

6-chloro-2-aminobenzothiazole (95-24-9) → methyl threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate (96142-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / aq. NaOH / Heating

2: 60.5 percent / toluene / 24 h / 80 °C

With sodium hydroxide; In toluene;

DOI:10.1021/jm00106a032

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

upstream raw materials:

2-amino-5-chlorobenzenethiol

methyl trans-3-(4-methoxyphenyl)glycidate

6-chloro-2-aminobenzothiazole

Downstream raw materials:

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

4-Nitro-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

(+/-)-cis-8-chloro-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

3-(2-Amino-5-chloro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid

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