tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide

Base Information

• Chemical Name: tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide
• CAS No.: 161879-08-9
• Molecular Formula: C₃₃H₄₁N₅O₅
• Molecular Weight: 587.719

Synonyms:tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide

Chemical Property of tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide

Chemical Property:

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Technology Process of tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide

There total 6 articles about tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide 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: 80.0%

4--N-prop-2-ynylamino>benzoic acid, trifluoroacetate salt (138899-84-0) + (S)-2-Amino-4-butylcarbamoyl-butyric acid tert-butyl ester → tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide (161879-08-9)

Guidance literature:

With diethyl cyanophosphoridate; triethylamine; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1021/jm00046a014

Reference yield:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide (161879-08-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) isobutyl chloroformate, 4-methylmorpholine, / 1.) THF, -20 deg C, 10 min, 2.) THF, a) -20 deg C, 10 min, b) from -20 deg to RT

2: H₂ / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr

3: 80 percent / diethyl cyanophosphoridate, Et₃N / dimethylformamide / 2 h / Ambient temperature

With 4-methyl-morpholine; diethyl cyanophosphoridate; hydrogen; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00046a014

Reference yield:

α-tert-butyl N--n-butylamine (95063-74-4) → tert-butyl N--N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-n-butylamide (161879-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr

2: 80 percent / diethyl cyanophosphoridate, Et₃N / dimethylformamide / 2 h / Ambient temperature

With diethyl cyanophosphoridate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00046a014

upstream raw materials:

4--N-prop-2-ynylamino>benzoic acid, trifluoroacetate salt

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

4(3H)-oxo-6-(bromomethyl)-2-methyl quinazoline

tert-butyl p-[N-(prop-2-ynyl)amino]benzoate

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