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

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
CAS No.:112888-30-9
Molecular Formula:C₂₅H₂₃FN₄O₆
Molecular Weight:494.479
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

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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

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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

There total 7 articles about (S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic 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: 79.0%

: 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

: 112888-30-9
(S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid

Guidance literature:: With sodium hydroxide; In ethanol; for 5h;
DOI:10.1021/jm00173a026

Reference yield:

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

: 112888-30-9
(S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid

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

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

5: 79 percent / aq. NaOH / ethanol / 5 h

With sodium hydroxide; Proton Sponge; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In ethanol; 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

: 112888-30-9
(S)-2-{3-Fluoro-4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid

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

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

6: 79 percent / aq. NaOH / ethanol / 5 h

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