(S)-2-(4-Allylamino-2-fluoro-benzoylamino)-pentanedioic acid diethyl ester

Base Information

• Chemical Name: (S)-2-(4-Allylamino-2-fluoro-benzoylamino)-pentanedioic acid diethyl ester
• CAS No.: 129175-63-9
• Molecular Formula: C₁₉H₂₅FN₂O₅
• Molecular Weight: 380.416

Synonyms:(S)-2-(4-Allylamino-2-fluoro-benzoylamino)-pentanedioic acid diethyl ester

Chemical Property of (S)-2-(4-Allylamino-2-fluoro-benzoylamino)-pentanedioic acid diethyl ester

Chemical Property:

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Technology Process of (S)-2-(4-Allylamino-2-fluoro-benzoylamino)-pentanedioic acid diethyl ester

There total 2 articles about (S)-2-(4-Allylamino-2-fluoro-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: 51.0%

diethyl N-(4-amino-2-fluorobenzoyl)-L-glutamate (106585-56-2) + allyl bromide (106-95-6) → (S)-2-(4-Allylamino-2-fluoro-benzoylamino)-pentanedioic acid diethyl ester (129175-63-9)

Guidance literature:

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

DOI:10.1021/jm00173a026

Reference yield:

diethyl N-(2-fluoro-4-nitrobenzoyl)-L-glutamate (106585-55-1) → (S)-2-(4-Allylamino-2-fluoro-benzoylamino)-pentanedioic acid diethyl ester (129175-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 4 h / 760 Torr

2: 51 percent / dimethylformamide / 1 h / 100 °C

With hydrogen; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00173a026

Reference yield: 28.0%

(S)-2-(4-Allylamino-2-fluoro-benzoylamino)-pentanedioic acid diethyl ester (129175-63-9) + 4(3H)-oxo-6-(bromomethyl)-2-methyl quinazoline (112888-43-4) → (S)-2-{4-[Allyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-fluoro-benzoylamino}-pentanedioic acid diethyl ester (129175-40-2)

Guidance literature:

With calcium carbonate; In N,N-dimethyl acetamide; at 50 ℃; for 24h;

DOI:10.1021/jm00173a026

upstream raw materials:

diethyl N-(4-amino-2-fluorobenzoyl)-L-glutamate

allyl bromide

diethyl N-(2-fluoro-4-nitrobenzoyl)-L-glutamate

Downstream raw materials:

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

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

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