(S)-2-(3-Fluoro-4-methylamino-benzoylamino)-pentanedioic acid diethyl ester

Base Information

• Chemical Name: (S)-2-(3-Fluoro-4-methylamino-benzoylamino)-pentanedioic acid diethyl ester
• CAS No.: 129175-69-5
• Molecular Formula: C₁₇H₂₃FN₂O₅
• Molecular Weight: 354.378
• Mol file: 129175-69-5.mol

Synonyms:(S)-2-(3-Fluoro-4-methylamino-benzoylamino)-pentanedioic acid diethyl ester

Chemical Property of (S)-2-(3-Fluoro-4-methylamino-benzoylamino)-pentanedioic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3-Fluoro-4-methylamino-benzoylamino)-pentanedioic acid diethyl ester

There total 5 articles about (S)-2-(3-Fluoro-4-methylamino-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: 21.0%

diethyl N-(4-amino-3-fluorobenzoyl)-L-glutamate (126632-35-7) + methyl iodide (74-88-4) → (S)-2-(3-Fluoro-4-methylamino-benzoylamino)-pentanedioic acid diethyl ester (129175-69-5)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 1h;

DOI:10.1021/jm00173a026

Reference yield:

3-fluoro-4-nitrobenzoyl chloride (157665-51-5) → (S)-2-(3-Fluoro-4-methylamino-benzoylamino)-pentanedioic acid diethyl ester (129175-69-5)

Guidance literature:

Multi-step reaction with 3 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

With hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; 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-methylamino-benzoylamino)-pentanedioic acid diethyl ester (129175-69-5)

Guidance literature:

Multi-step reaction with 4 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

With thionyl chloride; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00173a026

upstream raw materials:

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

methyl iodide

3-fluoro-4-nitrobenzoyl chloride

3-fluoro-4-nitrobenzoic acid

Downstream raw materials:

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

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