(2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid

Base Information

• Chemical Name: (2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid
• CAS No.: 132618-98-5
• Molecular Formula: C₁₇H₁₉NO₅S
• Molecular Weight: 349.408

Synonyms:(2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid

Chemical Property of (2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid

There total 1 articles about (2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-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: 98.0%

(2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid methyl ester D-(-)-tartaric acid salt (132618-97-4) → (2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid (132618-98-5)

Guidance literature:

With methanol; sodium hydroxide; In water; for 1h;

DOI:10.1021/jm00092a011

Reference yield: 98.0%

(2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid (132618-98-5) → (2S,3S)-2,3-dihydro-3-hydroxy-8-methoxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (100601-55-6)

Guidance literature:

With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 0.833333h;

DOI:10.1021/jm00092a011

Reference yield:

(2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid (132618-98-5) → <2S-<2α,3α,5(R*)>>-5-<<1-<(1,1-dimethylmethoxy)carbonyl>-2-pyrrolidinyl>methyl>-2,3-duhydro-3-hydroxy-8-methoxy-2-(4-methoxyphenyl)-1,5-benzazothiazepin-4-(5H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / ethyl<3-(dimethylamino)propyl>carboimide hydrochloride, 1 N HCl / dimethylformamide / 0.83 h

2: 76 percent / cesium carbonate / dimethylformamide / 50 °C

With hydrogenchloride; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.1021/jm00092a011

upstream raw materials:

(2S,3S)-2-hydroxy-3-<(2-amino-5-methoxyphenyl)thio>-3-(4-methoxyphenyl)propionic acid methyl ester D-(-)-tartaric acid salt

Downstream raw materials:

(2S,3S)-2,3-dihydro-3-hydroxy-8-methoxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

(2S,3S)-3-Hydroxy-8-methoxy-2-(4-methoxy-phenyl)-5-(S)-1-pyrrolidin-2-ylmethyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

<2S-<2α,3α,5(R*)>>-3-(acetyloxy)-2,3-dihydro-8-methoxy-2-(4-methoxyphenyl)-5-(2-pyrrolidinylmethyl)-1,5-benzazothiazepin-4(5H)-one

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