3-Thiazolidinecarboxylic acid, 4-[(1R)-2-amino-2-oxo-1-[(phenylmethyl)amino]ethyl]-2-phenyl-, phenyl ester, (2R,4R)-

Base Information

• Chemical Name: 3-Thiazolidinecarboxylic acid, 4-[(1R)-2-amino-2-oxo-1-[(phenylmethyl)amino]ethyl]-2-phenyl-, phenyl ester, (2R,4R)-
• CAS No.: 646512-51-8
• Molecular Formula: C25H25N3O3S
• Molecular Weight: 447.558
• Mol file: 646512-51-8.mol

Synonyms:

Chemical Property of 3-Thiazolidinecarboxylic acid, 4-[(1R)-2-amino-2-oxo-1-[(phenylmethyl)amino]ethyl]-2-phenyl-, phenyl ester, (2R,4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Thiazolidinecarboxylic acid, 4-[(1R)-2-amino-2-oxo-1-[(phenylmethyl)amino]ethyl]-2-phenyl-, phenyl ester, (2R,4R)-

There total 1 articles about 3-Thiazolidinecarboxylic acid, 4-[(1R)-2-amino-2-oxo-1-[(phenylmethyl)amino]ethyl]-2-phenyl-, phenyl ester, (2R,4R)- 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%

benzylamino-2-[(2R,4R)-3-phenoxycarbonyl-2-phenylthiazolidin-4-yl]acetonitrile → (R)-2-benzylamino-2-[(2R,4R)-3-phenoxycarbonyl-2-phenylthiazolidin-4-yl]acetamide (646512-51-8)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In dimethyl sulfoxide; at 25 ℃; for 17h;

DOI:10.1055/s-2003-42399

Reference yield: 60.0%

(R)-2-benzylamino-2-[(2R,4R)-3-phenoxycarbonyl-2-phenylthiazolidin-4-yl]acetamide (646512-51-8) → (1R,2S,4R)-3-benzyl-4-carbamoyl-2-oxo-2-phenylimidazo[1,5-c]thiazolidine (646512-43-8)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1055/s-2003-42399

Reference yield:

(R)-2-benzylamino-2-[(2R,4R)-3-phenoxycarbonyl-2-phenylthiazolidin-4-yl]acetamide (646512-51-8) → (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione (28092-52-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / dimethylformamide / 2 h / 100 °C

2: Zn; AcOH / 2 h / 100 °C

3: 0.44 g / aq. HCl / acetic acid / 2 h / 110 °C

4: 75 percent / p-TsOH*H₂O; DCC; pyridine / toluene / 20 h / 25 - 62 °C

With pyridine; hydrogenchloride; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; zinc; In acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1055/s-2003-42399

Downstream raw materials:

(1R,2S,4R)-3-benzyl-4-carbamoyl-2-oxo-2-phenylimidazo[1,5-c]thiazolidine

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione