(S)-2-(N-(benzyloxycarbonyl)amino)-3-(4-benzyloxycarbonyl-1-imidazolyl)propanoic acid

Base Information

• Chemical Name: (S)-2-(N-(benzyloxycarbonyl)amino)-3-(4-benzyloxycarbonyl-1-imidazolyl)propanoic acid
• CAS No.: 156426-47-0
• Molecular Formula: C₂₂H₂₁N₃O₆
• Molecular Weight: 423.425
• Mol file: 156426-47-0.mol

Synonyms:(S)-2-(N-(benzyloxycarbonyl)amino)-3-(4-benzyloxycarbonyl-1-imidazolyl)propanoic acid

Chemical Property of (S)-2-(N-(benzyloxycarbonyl)amino)-3-(4-benzyloxycarbonyl-1-imidazolyl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(N-(benzyloxycarbonyl)amino)-3-(4-benzyloxycarbonyl-1-imidazolyl)propanoic acid

There total 2 articles about (S)-2-(N-(benzyloxycarbonyl)amino)-3-(4-benzyloxycarbonyl-1-imidazolyl)propanoic 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: 18.0%

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester (26054-60-4) + 1H-imidazole-5-carboxylic acid phenylmethyl ester → (S)-2-(N-(benzyloxycarbonyl)amino)-3-(4-benzyloxycarbonyl-1-imidazolyl)propanoic acid (156426-47-0) + (S)-2-(N-(benzyloxycarbonyl)amino)-3-(5-benzyloxycarbonyl-1-imidazolyl)propanoic acid

Guidance literature:

In acetonitrile; at 50 ℃; for 17h;

DOI:10.1021/ja00094a004

Reference yield:

benzyl bromide (100-39-0) → (S)-2-(N-(benzyloxycarbonyl)amino)-3-(4-benzyloxycarbonyl-1-imidazolyl)propanoic acid (156426-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / Me₄NOH*5H₂O / dimethylformamide / 16 h / 20 °C

2: 11 percent / acetonitrile / 17 h / 50 °C

With tetramethyl ammoniumhydroxide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00094a004

upstream raw materials:

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester

benzyl bromide