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

Base Information

Chemical Name:(S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester
CAS No.:129193-67-5
Molecular Formula:C₂₉H₃₁FN₄O₆
Molecular Weight:550.587
Hs Code.:

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

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

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

There total 6 articles about (S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-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: 40.0%

: 112888-93-4
diethyl N-<3-fluoro-4-(prop-2-ynylamino)benzoyl>-L-glutamate

: 112888-43-4
4(3H)-oxo-6-(bromomethyl)-2-methyl quinazoline

: 129193-67-5
(S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

Guidance literature:: With Proton Sponge; In N,N-dimethyl acetamide; at 50 ℃; for 24h;
DOI:10.1021/jm00173a026

Reference yield:

: 157665-51-5
3-fluoro-4-nitrobenzoyl chloride

: 129193-67-5
(S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 2 h

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

3: 53 percent / K₂CO₃ / dimethylformamide; toluene / 3 h / 120 °C

4: 40 percent / proton sponge / N,N-dimethyl-acetamide / 24 h / 50 °C

With Proton Sponge; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In dichloromethane; N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00173a026

Reference yield:

: 403-21-4
3-fluoro-4-nitrobenzoic acid

: 129193-67-5
(S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 5 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: 53 percent / K₂CO₃ / dimethylformamide; toluene / 3 h / 120 °C

5: 40 percent / proton sponge / N,N-dimethyl-acetamide / 24 h / 50 °C

With thionyl chloride; Proton Sponge; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In dichloromethane; N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00173a026