(S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-benzyl ester

Base Information

• Chemical Name: (S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-benzyl ester
• CAS No.: 131550-45-3
• Molecular Formula: C₂₆H₃₇NO₇
• Molecular Weight: 475.582
• Mol file: 131550-45-3.mol

Synonyms:(S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-benzyl ester

Chemical Property of (S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-benzyl ester

There total 2 articles about (S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-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: 66.0%

1-iodo-butane (542-69-8) + (S)-2-tert-Butoxycarbonylamino-5-oxo-heptanedioic acid 7-allyl ester 1-benzyl ester (131550-31-7) → (S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-benzyl ester (131550-45-3)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 18h;

DOI:10.1016/S0040-4039(00)97050-3

Reference yield:

Boc-Glu-OBn (30924-93-7) → (S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-benzyl ester (131550-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / (Im)2CO / acetonitrile / 25 °C

2: 66 percent / Na₂CO₃ / dimethylformamide / 18 h / 60 °C

With sodium carbonate; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(00)97050-3

Reference yield: 92.0%

(S)-6-tert-Butoxycarbonylamino-2-butyl-3-oxo-heptanedioic acid 1-allyl ester 7-benzyl ester (131550-45-3) → (S)-2-tert-Butoxycarbonylamino-5-oxo-decanoic acid benzyl ester (131550-52-2)

Guidance literature:

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; at 25 ℃; for 18h;

DOI:10.1016/S0040-4039(00)97050-3

upstream raw materials:

1-iodo-butane

(S)-2-tert-Butoxycarbonylamino-5-oxo-heptanedioic acid 7-allyl ester 1-benzyl ester

Boc-Glu-OBn

Downstream raw materials:

(S)-2-tert-Butoxycarbonylamino-5-oxo-decanoic acid benzyl ester