(2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl ester

Base Information

• Chemical Name: (2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl ester
• CAS No.: 1333435-18-9
• Molecular Formula: C₁₈H₂₅NO₅S
• Molecular Weight: 367.466
• Mol file: 1333435-18-9.mol

Synonyms:(2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl ester

Chemical Property of (2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl ester

There total 3 articles about (2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl 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: 96.0%

3-phenylpropionic acid 4-chlorophenyl ester (23522-73-8) + (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-mercaptopropanoate (172749-96-1) → (2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl ester (1333435-18-9)

Guidance literature:

With [Bu₄N][Fe(CO)₃(NO)]; In 1,4-dioxane; at 20 - 80 ℃; for 24h; optical yield given as %ee; Molecular sieve; Inert atmosphere;

DOI:10.1002/chem.201101073

Reference yield:

3-phenylthiopropionic acid S-4-chlorophenyl ester (97723-86-9) → (2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl ester (1333435-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: [Bu₄N][Fe(CO)₃(NO)] / 1,4-dioxane / 22 h / 80 °C / Molecular sieve

2: [Bu₄N][Fe(CO)₃(NO)] / 1,4-dioxane / 24 h / 20 - 80 °C / Molecular sieve; Inert atmosphere

With [Bu₄N][Fe(CO)₃(NO)]; In 1,4-dioxane;

DOI:10.1002/chem.201101073

Reference yield:

3-Phenylpropionic acid (501-52-0) → (2S)-tert-butoxycarbonylamino-3-(3-phenyl propionylsulfanyl)propionic acid methyl ester (1333435-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

2: [Bu₄N][Fe(CO)₃(NO)] / 1,4-dioxane / 24 h / 20 - 80 °C / Molecular sieve; Inert atmosphere

With dmap; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1002/chem.201101073

upstream raw materials:

3-phenylpropionic acid 4-chlorophenyl ester

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-mercaptopropanoate

3-phenylthiopropionic acid S-4-chlorophenyl ester

3-Phenylpropionic acid