N-tert-Butyl-3-[3(S)-[Nalpha-[2-[3-(dimethylamino)phenoxy]acetyl]-L-valylamino]-2(S)-hydroxy-4-phenylbutyryl]-5,5-dimethylthiazolidine-4(R)-carboxamide

Base Information

• Chemical Name: N-tert-Butyl-3-[3(S)-[Nalpha-[2-[3-(dimethylamino)phenoxy]acetyl]-L-valylamino]-2(S)-hydroxy-4-phenylbutyryl]-5,5-dimethylthiazolidine-4(R)-carboxamide
• CAS No.: 210181-19-4
• Molecular Formula: C₃₅H₅₁N₅O₆S
• Molecular Weight: 669.886
• Mol file: 210181-19-4.mol

Synonyms:

Chemical Property of N-tert-Butyl-3-[3(S)-[Nalpha-[2-[3-(dimethylamino)phenoxy]acetyl]-L-valylamino]-2(S)-hydroxy-4-phenylbutyryl]-5,5-dimethylthiazolidine-4(R)-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-Butyl-3-[3(S)-[Nalpha-[2-[3-(dimethylamino)phenoxy]acetyl]-L-valylamino]-2(S)-hydroxy-4-phenylbutyryl]-5,5-dimethylthiazolidine-4(R)-carboxamide

There total 11 articles about N-tert-Butyl-3-[3(S)-[Nalpha-[2-[3-(dimethylamino)phenoxy]acetyl]-L-valylamino]-2(S)-hydroxy-4-phenylbutyryl]-5,5-dimethylthiazolidine-4(R)-carboxamide 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:

3-Dimethylaminophenol (99-07-0) → (R)-N-tert-butyl-3-{(2S,3S)-2-hydroxy-3-[(S)-2-(3-dimethylaminophenoxyacetyl)amino-3-methylbutanoyl]amino-4-phenylbutanoyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxamide (210181-19-4)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / dimethylformamide / 5 h / 80 °C

2: H₂ / 5 percent Pd/C / methanol / 2 h

3: 46 percent / N,N'-dicyclohexylcarbodiimide / CH₂Cl₂

4: TEA / dimethylformamide

With TEA; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.48.1310

Reference yield:

(3-dimethylamino-phenoxy)-acetic acid benzyl ester (305129-48-0) → (R)-N-tert-butyl-3-{(2S,3S)-2-hydroxy-3-[(S)-2-(3-dimethylaminophenoxyacetyl)amino-3-methylbutanoyl]amino-4-phenylbutanoyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxamide (210181-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 5 percent Pd/C / methanol / 2 h

2: 46 percent / N,N'-dicyclohexylcarbodiimide / CH₂Cl₂

3: TEA / dimethylformamide

With TEA; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.48.1310

Reference yield:

3-(dimethylamino)phenoxyacetic acid (150188-64-0) → (R)-N-tert-butyl-3-{(2S,3S)-2-hydroxy-3-[(S)-2-(3-dimethylaminophenoxyacetyl)amino-3-methylbutanoyl]amino-4-phenylbutanoyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxamide (210181-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / N,N'-dicyclohexylcarbodiimide / CH₂Cl₂

2: TEA / dimethylformamide

With TEA; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.48.1310

upstream raw materials:

3-(dimethylamino)phenoxyacetic acid

(R)-N-tert-butyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

(R)-3-tert-butoxycarbonyl-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

(R)-4-tert-Butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester