(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid

Base Information

• Chemical Name: (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid
• CAS No.: 1332757-73-9
• Molecular Formula: C₂₇H₂₈N₂O₅
• Molecular Weight: 460.53
• Mol file: 1332757-73-9.mol

Synonyms:(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid

Chemical Property of (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid

There total 3 articles about (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid 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: 92.0%

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoate (1332757-78-4) → (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid (1332757-73-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; for 4h; Cooling with ice;

DOI:10.1002/cjoc.201600884

Reference yield:

N-methyl-L-phenylalanine methyl ester (2439-60-3,27442-39-3) → (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid (1332757-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl-formamide / 7 h / 0 - 20 °C

2: water; lithium hydroxide / tetrahydrofuran / 2 h / 0 °C

With 1-hydroxy-7-aza-benzotriazole; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cjoc.201190221

Reference yield:

N-Cbz-L-Phe (1161-13-3) → (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoic acid (1332757-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl-formamide / 7 h / 0 - 20 °C

2: water; lithium hydroxide / tetrahydrofuran / 2 h / 0 °C

With 1-hydroxy-7-aza-benzotriazole; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cjoc.201190221

upstream raw materials:

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-N-methyl-3-phenylpropanamido)-3-phenylpropanoate

N-methyl-L-phenylalanine methyl ester

N-Cbz-L-Phe

Downstream raw materials:

C₃₇H₄₈N₂O₇

C₄₅H₅₆N₂O₈

C₆₄H₇₀N₂O₈