(S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

Base Information

• Chemical Name: (S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester
• CAS No.: 119820-60-9
• Molecular Formula: C₂₉H₂₉F₃N₄O₆
• Molecular Weight: 586.568
• Mol file: 119820-60-9.mol

Synonyms:(S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

Chemical Property of (S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

There total 4 articles about (S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl 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: 74.0%

diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate (76858-72-5) + 6-(bromomethyl)-2-(trifluoromethyl)-4(3H)-quinazolinone (119820-59-6) → (S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester (119820-60-9)

Guidance literature:

With magnesium oxide; In N,N-dimethyl acetamide; at 80 - 100 ℃; for 16h;

DOI:10.1021/jm00126a023

Reference yield:

2-Amino-5-methylbenzoic acid (2941-78-8) → (S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester (119820-60-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 53 percent / CH₂Cl₂ / 25 °C

2: 92 percent / NH₃ / dimethylformamide / 18 h / 25 °C

3: 800 mg / 2,4-dibromo-5,5-dimethylhydantoin / CCl₄ / Heating; Irradiation

4: 74 percent / MgO / N,N-dimethyl-acetamide / 16 h / 80 - 100 °C

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; ammonia; magnesium oxide; In tetrachloromethane; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1021/jm00126a023

Reference yield:

6-Methyl-2-trifluoromethyl-benzo[d][1,3]oxazin-4-one (106324-53-2) → (S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester (119820-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / NH₃ / dimethylformamide / 18 h / 25 °C

2: 800 mg / 2,4-dibromo-5,5-dimethylhydantoin / CCl₄ / Heating; Irradiation

3: 74 percent / MgO / N,N-dimethyl-acetamide / 16 h / 80 - 100 °C

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; ammonia; magnesium oxide; In tetrachloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1021/jm00126a023

upstream raw materials:

diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate

6-(bromomethyl)-2-(trifluoromethyl)-4(3H)-quinazolinone

2-Amino-5-methylbenzoic acid

6-Methyl-2-trifluoromethyl-benzo[d][1,3]oxazin-4-one

Downstream raw materials:

N-p-[N-(3,4-dihydro-4-oxo-2-trifluoromethylquinazolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl-L-glutamic acid