Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate

Base Information

• Chemical Name: Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate
• CAS No.: 139893-86-0
• Molecular Formula: C₁₈H₂₁NO₄S
• Molecular Weight: 347.435
• Mol file: 139893-86-0.mol

Synonyms:Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate

Chemical Property of Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate

There total 3 articles about Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-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: 60.0%

2-amino-benzenethiol (137-07-5) + 4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide (172216-23-8) → Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate (139893-86-0)

Guidance literature:

In toluene; for 4h; Heating;

DOI:10.1021/jo00123a045

Reference yield:

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate (24393-56-4) → Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate (139893-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / K₃-K₂CO₃ / (DHQ₂-TP)-OsO₄ / 2-methyl-propan-2-ol; H₂O

2: 98 percent / SOCl₂, pyridine / 2 h / 0 °C

3: 60 percent / toluene / 4 h / Heating

With pyridine; thionyl chloride; potassium carbonate; potassium hexacyanoferrate(III); (DHQ₂-TP)-OsO₄; In water; toluene; tert-butyl alcohol;

DOI:10.1021/jo00123a045

Reference yield:

Ethyl threo-3-(p-methoxyphenyl)-2(R),3(S)-dihydroxypropionate (182268-43-5) → Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate (139893-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / SOCl₂, pyridine / 2 h / 0 °C

2: 60 percent / toluene / 4 h / Heating

With pyridine; thionyl chloride; In toluene;

DOI:10.1021/jo00123a045

upstream raw materials:

2-amino-benzenethiol

4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Ethyl threo-3-(p-methoxyphenyl)-2(R),3(S)-dihydroxypropionate

Downstream raw materials:

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

diltiazem

O-desacetyldiltiazem