(S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic acid

Base Information

• Chemical Name: (S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic acid
• CAS No.: 288622-97-9
• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.417
• Mol file: 288622-97-9.mol

Synonyms:(S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic acid

Chemical Property of (S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic acid

There total 2 articles about (S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic 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:

(S)-4-Benzyloxycarbonylamino-6-diazo-5-oxo-hexanoic acid benzyl ester → (S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic acid (288622-97-9)

Guidance literature:

With silver trifluoroacetate;

DOI:10.1021/ol000122w

Reference yield:

N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid (5680-86-4) → (S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic acid (288622-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ClCO₂Et

2: AgO₂CCF₃

With silver trifluoroacetate; chloroformic acid ethyl ester; 1: Substitution / 1: Substitution / 2: Wolff rearrangement;

DOI:10.1021/ol000122w

Reference yield: 54.0%

(S)-3-benzyloxycarbonylamino-5-benzyloxycarbonylpentanoic acid (288622-97-9) → N-carboxy-(S)-3-amino-5-benzyloxycarbonylpentanoic acid anhydride

Guidance literature:

With phosphorus tribromide; In dichloromethane; for 24h;

DOI:10.1021/ol000122w

upstream raw materials:

N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid