Acetic acid 3-{(1S,2S)-1-benzyl-2-hydroxy-3-[(R)-4-(3-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

Base Information

• Chemical Name: Acetic acid 3-{(1S,2S)-1-benzyl-2-hydroxy-3-[(R)-4-(3-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester
• CAS No.: 1053738-50-3
• Molecular Formula: C₃₂H₃₅N₃O₆S
• Molecular Weight: 589.712
• Mol file: 1053738-50-3.mol

Synonyms:

Chemical Property of Acetic acid 3-{(1S,2S)-1-benzyl-2-hydroxy-3-[(R)-4-(3-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 3-{(1S,2S)-1-benzyl-2-hydroxy-3-[(R)-4-(3-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

There total 5 articles about Acetic acid 3-{(1S,2S)-1-benzyl-2-hydroxy-3-[(R)-4-(3-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester 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:

(2S,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid (62023-65-8,76498-21-0,77171-41-6,82848-28-0,105181-72-4,116661-86-0) → Acetic acid 3-{(1S,2S)-1-benzyl-2-hydroxy-3-[(R)-4-(3-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester (1053738-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBt, EDC*HCl / dimethylformamide

2: 4 N HCl / CH₂Cl₂; dioxane / 3 h

3: 1.) Et₃N, DPP-Cl, 2.) Et₃N / 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Diphenylphosphinic chloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm980637h

Reference yield:

(R)-N-(3-methylbenzyl)-1,3-thiazolidine-4-carboxamide (226998-00-1) → Acetic acid 3-{(1S,2S)-1-benzyl-2-hydroxy-3-[(R)-4-(3-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester (1053738-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBt, EDC*HCl / dimethylformamide

2: 4 N HCl / CH₂Cl₂; dioxane / 3 h

3: 1.) Et₃N, DPP-Cl, 2.) Et₃N / 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Diphenylphosphinic chloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm980637h

Reference yield:

4-(3-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester → Acetic acid 3-{(1S,2S)-1-benzyl-2-hydroxy-3-[(R)-4-(3-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester (1053738-50-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 4 N HCl / CH₂Cl₂; dioxane / 3 h

2: HOBt, EDC*HCl / dimethylformamide

3: 4 N HCl / CH₂Cl₂; dioxane / 3 h

4: 1.) Et₃N, DPP-Cl, 2.) Et₃N / 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Diphenylphosphinic chloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm980637h

upstream raw materials:

3-acetoxy-2-methylbenzoic acid

(R)-N-(3-methylbenzyl)-3-<(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoyl>-1,3-thiazolidine-4-carboxamide

(2S,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid

(R)-N-(3-methylbenzyl)-1,3-thiazolidine-4-carboxamide