(S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester

Base Information

• Chemical Name: (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester
• CAS No.: 41446-22-4
• Molecular Formula: C₂₁H₂₉NO₈
• Molecular Weight: 423.463
• Mol file: 41446-22-4.mol

Synonyms:(S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester

Chemical Property of (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester

There total 3 articles about (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl 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:

Z-D(tBu)-OH (5545-52-8) + isobutyl chloroformate (543-27-1) → (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester (41446-22-4)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at -5 ℃; for 0.0833333h;

DOI:10.1016/0223-5234(92)90028-Y

Reference yield:

Z-D(tBu)-OH (5545-52-8) → (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester (41446-22-4)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -10 ℃; for 0.333333h;

Reference yield:

(2S), 2-benzyloxycarbonylamino-succinic acid 1-methyl ester 4-tertiobutyl ester (63327-57-1) → (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester (41446-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 1M aq. NaOH / methanol / 3 h / Ambient temperature

2: N-methyl morpholine / ethyl acetate / 0.25 h

With 4-methyl-morpholine; sodium hydroxide; In methanol; ethyl acetate;

DOI:10.1080/00397919208020852

upstream raw materials:

Z-D(tBu)-OH

isobutyl chloroformate

(2S), 2-benzyloxycarbonylamino-succinic acid 1-methyl ester 4-tertiobutyl ester

Downstream raw materials:

Z-Asp(OtBu)-Val-Val-Gly-NH₂

Z-Asp(β-OBu^t)-PEA

Z-Asp(OtBu)-Gly-Val-Val-NH₂

Z-Asp(OtBu)-Val-Gly-Val-NH₂