L-Glutamic acid, N-[4-[[(1,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-3 -fluorobenzoyl]-

Base Information

• Chemical Name: L-Glutamic acid, N-[4-[[(1,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-3 -fluorobenzoyl]-
• CAS No.: 129175-24-2
• Molecular Formula: C23H23FN4O6
• Molecular Weight: 470.457
• Mol file: 129175-24-2.mol

Synonyms:

Chemical Property of L-Glutamic acid, N-[4-[[(1,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-3 -fluorobenzoyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Glutamic acid, N-[4-[[(1,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-3 -fluorobenzoyl]-

There total 7 articles about L-Glutamic acid, N-[4-[[(1,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-3 -fluorobenzoyl]- 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: 94.0%

(S)-2-{3-Fluoro-4-[methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid diethyl ester (129175-44-6) → (S)-2-{3-Fluoro-4-[methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid (129175-24-2)

Guidance literature:

With sodium hydroxide; In ethanol; for 5h;

DOI:10.1021/jm00173a026

Reference yield:

3-fluoro-4-nitrobenzoyl chloride (157665-51-5) → (S)-2-{3-Fluoro-4-[methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid (129175-24-2)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 2 h

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

3: 21 percent / dimethylformamide / 1 h / 100 °C

4: 81 percent / CaCO₃ / N,N-dimethyl-acetamide / 24 h / 50 °C

5: 94 percent / aq. NaOH / ethanol / 5 h

With sodium hydroxide; hydrogen; triethylamine; calcium carbonate; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00173a026

Reference yield:

3-fluoro-4-nitrobenzoic acid (403-21-4) → (S)-2-{3-Fluoro-4-[methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid (129175-24-2)

Guidance literature:

Multi-step reaction with 6 steps

1: SOCl₂ / toluene / 1.5 h / Heating

2: Et₃N / CH₂Cl₂ / 2 h

3: H₂ / 10percent Pd/C / ethyl acetate / 4 h / 760 Torr

4: 21 percent / dimethylformamide / 1 h / 100 °C

5: 81 percent / CaCO₃ / N,N-dimethyl-acetamide / 24 h / 50 °C

6: 94 percent / aq. NaOH / ethanol / 5 h

With sodium hydroxide; thionyl chloride; hydrogen; triethylamine; calcium carbonate; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00173a026

upstream raw materials:

(S)-2-{3-Fluoro-4-[methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid diethyl ester

diethyl N-(4-amino-3-fluorobenzoyl)-L-glutamate

3-fluoro-4-nitrobenzoyl chloride

3-fluoro-4-nitrobenzoic acid