(S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl ester

Base Information

• Chemical Name: (S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl ester
• CAS No.: 150881-50-8
• Molecular Formula: C₂₃H₂₅F₂NO₄S
• Molecular Weight: 449.519
• Mol file: 150881-50-8.mol

Synonyms:(S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl ester

Chemical Property of (S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl ester

There total 6 articles about (S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl 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: 95.0%

L-alanine benzyl ester hydrochloride (5557-81-3,5557-83-5,34404-37-0) + 2-Acetylthiomethyl-3-[(3,4-difluoro)phenyl]butanoic Acid (150881-67-7) → (S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl ester (150881-50-8)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; Ambient temperature;

DOI:10.1021/jm00034a005

Reference yield:

4-(1-bromoethyl)-1,2-difluorobenzene (150881-71-3) → (S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl ester (150881-50-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) EtONa / 1.) EtOH, 0 deg C, 15 min, 2.) EtOH, 40 deg C, overnight

2: 94 percent / KOH / ethanol / 0 - 20 °C

3: Et₂NH / H₂O / 48 h / Ambient temperature

4: aq. NaOH / acetone / 0 - 20 °C

5: 100 percent / CH₂Cl₂ / 48 h / 40 - 80 °C

6: 95 percent / Et₃N, 1-hydroxybenzotriazole, DCC / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

With potassium hydroxide; sodium hydroxide; sodium ethanolate; benzotriazol-1-ol; diethylamine; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;

DOI:10.1021/jm00034a005

Reference yield:

3-(3,4-Difluoro-phenyl)-2-methylene-butyric acid (155943-79-6) → (S)-2-[2-Acetylsulfanylmethyl-3-(3,4-difluoro-phenyl)-butyrylamino]-propionic acid benzyl ester (150881-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / CH₂Cl₂ / 48 h / 40 - 80 °C

2: 95 percent / Et₃N, 1-hydroxybenzotriazole, DCC / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00034a005

upstream raw materials:

L-alanine benzyl ester hydrochloride

2-Acetylthiomethyl-3-[(3,4-difluoro)phenyl]butanoic Acid

4-(1-bromoethyl)-1,2-difluorobenzene

3-(3,4-Difluoro-phenyl)-2-methylene-butyric acid