tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate

Base Information

• Chemical Name: tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate
• CAS No.: 117559-42-9
• Molecular Formula: C₃₈H₆₀N₄O₁₁
• Molecular Weight: 748.915
• Mol file: 117559-42-9.mol

Synonyms:tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate

Chemical Property of tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate

There total 8 articles about tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate 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: 52.0%

tetra-tert-butyl N-(4-nitrobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate (133042-44-1) → tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate (117559-42-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; acetic acid; for 2h; under 2482.3 Torr;

DOI:10.1021/jo00010a038

Reference yield:

tetra-tert-butyl N-benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamate (117559-39-4) → tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate (117559-42-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h;

DOI:10.1021/jm00121a029

Reference yield:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → tetra-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate (117559-42-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) N-methylmorpholine, isobutylchloroformate / 1) THF, -20 deg C, 10 min, 2) THF, -20 deg C, 10 min

2: H₂ / 10percent Pd/C / methanol

3: 1) N-methylmorpholine, isobutylchloroformate / 1) THF, -20 deg C, 10 min, 2) THF, -20 deg C, 10 min

4: H₂ / 10percent Pd/C / methanol

5: 86 percent / N-methylmorpholine / dioxane / 0.33 h / Ambient temperature

6: H₂ / 10percent Pd/C / methanol / 1 h

With 4-methyl-morpholine; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In 1,4-dioxane; methanol;

DOI:10.1021/jm00121a029

upstream raw materials:

tetra-tert-butyl N-(4-nitrobenzoyl)-γ-L-glutamyl-γ-L-glutamyl-L-glutamate

tetra-tert-butyl N-benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamate

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester

L-glutamic acid di-tert-butyl ester hydrochloride

Downstream raw materials:

tetra-tert-butyl N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamate

N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamic acid trifluoroacetate salt

tetra-tert-butyl <4-<<(2-amino-3-cyanopyrazin-5-yl)methyl>amino>benzoyl>-γ-L-glutamyl-γ-L-glutamyl-L-glutamate

tetra-tert-butyl <4-amino>benzoyl>-γ-L-glutamyl-γ-L-glutamyl-L-glutamate