N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid

Base Information

• Chemical Name: N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid
• CAS No.: 112887-67-9
• Molecular Formula: C₂₅H₂₃FN₄O₆
• Molecular Weight: 494.479

Synonyms:N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid

Chemical Property of N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid

Chemical Property:

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Technology Process of N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid

There total 5 articles about N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid 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: 77.0%

diethyl N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate (129175-36-6) → N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid (112887-67-9)

Guidance literature:

With sodium hydroxide; In ethanol; for 5h;

DOI:10.1021/jm00173a026

Reference yield:

diethyl N-(2-fluoro-4-nitrobenzoyl)-L-glutamate (106585-55-1) → N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid (112887-67-9)

Guidance literature:

Multi-step reaction with 4 steps

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

2: 60 percent / K₂CO₃ / dimethylformamide; toluene / 3 h / 120 °C

3: 37 percent / CaCO₃ / N,N-dimethyl-acetamide / 24 h / 50 °C

4: 77 percent / aq. NaOH / ethanol / 5 h

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

DOI:10.1021/jm00173a026

Reference yield:

4(3H)-oxo-6-(bromomethyl)-2-methyl quinazoline (112888-43-4) → N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamic acid (112887-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 37 percent / CaCO₃ / N,N-dimethyl-acetamide / 24 h / 50 °C

2: 77 percent / aq. NaOH / ethanol / 5 h

With sodium hydroxide; calcium carbonate; In ethanol; N,N-dimethyl acetamide;

DOI:10.1021/jm00173a026

upstream raw materials:

diethyl N-<4--N-prop-2-ynylamino>-2-fluorobenzoyl>-L-glutamate

4(3H)-oxo-6-(bromomethyl)-2-methyl quinazoline

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

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

Downstream raw materials:

(S)-2-((S)-4-Carboxy-4-{2-fluoro-4-[(4-hydroxy-2-methyl-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-pentanedioic acid; compound with trifluoro-acetic acid

(S)-2-((S)-4-tert-Butoxycarbonyl-4-{2-fluoro-4-[(4-hydroxy-2-methyl-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyrylamino)-pentanedioic acid di-tert-butyl ester

2-Fluoro-4-[(4-hydroxy-2-methyl-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoic acid

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