(S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-tert-butyl ester

Base Information

• Chemical Name: (S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-tert-butyl ester
• CAS No.: 161878-84-8
• Molecular Formula: C₄₁H₅₃N₅O₉
• Molecular Weight: 759.9
• Mol file: 161878-84-8.mol

Synonyms:(S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-tert-butyl ester

Chemical Property of (S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-tert-butyl ester

There total 7 articles about (S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-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: 78.0%

N--L-asparaginsaeure-di-tert.-butylester (700341-12-4) + 4--N-prop-2-ynylamino>benzoic acid, trifluoroacetate salt (138899-84-0) → (S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-tert-butyl ester (161878-84-8)

Guidance literature:

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

DOI:10.1021/jm00046a014

Reference yield:

L-aspartic acid di-tert-butyl ester (13795-73-8) → (S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-tert-butyl ester (161878-84-8)

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: 78 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:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → (S)-2-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-succinic acid di-tert-butyl ester (161878-84-8)

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: 78 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

upstream raw materials:

N--L-asparaginsaeure-di-tert.-butylester

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

L-aspartic acid di-tert-butyl ester

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