diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

Base Information

Chemical Name:diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate
CAS No.:141412-66-0
Molecular Formula:C₂₉H₃₀F₂N₄O₆
Molecular Weight:568.577
Hs Code.:

Synonyms:diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

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Chemical Property of diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

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Technology Process of diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

There total 7 articles about diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate 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: 14.0%

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

: 141412-58-0
diethyl N-(2,3-difluoro-4-(prop-2-ynylamino)benzoyl)-L-glutamate

: 141412-66-0
diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

Guidance literature:: With caesium carbonate; In acetonitrile; at 70 ℃; for 24h;
DOI:10.1021/jm00090a024

Reference yield:

: 1118-89-4
diethyl-L-glutamate hydrochloride

: 141412-66-0
diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 2 h

2: 98 percent / TFA / 0.5 h / 0 °C

3: 14 percent / Cs₂CO₃ / acetonitrile / 24 h / 70 °C

With caesium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/jm00090a024

Reference yield:

: 129589-70-4
methyl 4-((tert-butyloxycarbonyl)amino)-2,3-difluorobenzoate

: 141412-66-0
diethyl N-(2,3-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 2.) DMF, 2 h

2: 90 percent / aq. NaOH / ethanol / 18 h

3: oxalyl chloride, DMF / CH₂Cl₂ / 1 h

4: Et₃N / CH₂Cl₂ / 2 h

5: 98 percent / TFA / 0.5 h / 0 °C

6: 14 percent / Cs₂CO₃ / acetonitrile / 24 h / 70 °C

With sodium hydroxide; oxalyl dichloride; sodium hydride; caesium carbonate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; In ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jm00090a024