Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate

Base Information

Chemical Name:Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate
CAS No.:147150-03-6
Molecular Formula:C₂₅H₂₈N₄O₆S
Molecular Weight:512.587
Hs Code.:

Synonyms:Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate

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Chemical Property of Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate

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Technology Process of Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate

There total 10 articles about Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>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: 78.0%

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

: 147150-01-4
4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

: 147150-03-6
Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1021/jm00058a010

Reference yield:

: 7745-91-7
3-bromo-4-methylaniline

: 147150-03-6
Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 9 steps

1: 76 percent / sodium sulfate, conc. HCl, hydroxylamine hydrochloride / H₂O / 1 h / 100 °C

2: 50.7 percent / conc. H₂SO₄ / 1 h / 80 °C

3: 98 percent / 3 N aq. NaOH, 30percent H₂O₂ / 1 h / 80 °C

4: tetrahydrofuran / 12 h

5: Heating

6: 88 percent / bis-(2-methoxy-ethyl) ether / 1 h / Heating

7: 1.) NaH, 2.) CuBr, Cu₂O / 1.) DMA, RT, 1 h, 2.) DMA, 90 deg C, 4 h

8: 96 percent / 1 N aq. NaOH / ethanol / 4 h / 50 °C

9: 78 percent / diphenyl phosphorazidate, Et₃N / dimethylformamide / 12 h / Ambient temperature

With copper(I) oxide; hydrogenchloride; sodium hydroxide; sulfuric acid; diphenyl phosphoryl azide; hydroxylamine hydrochloride; dihydrogen peroxide; sodium hydride; sodium sulfate; triethylamine; copper(I) bromide; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00058a010

Reference yield:

: 6302-65-4
methyl 4-mercaptobenzoate

: 147150-03-6
Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, 2.) CuBr, Cu₂O / 1.) DMA, RT, 1 h, 2.) DMA, 90 deg C, 4 h

2: 96 percent / 1 N aq. NaOH / ethanol / 4 h / 50 °C

3: 78 percent / diphenyl phosphorazidate, Et₃N / dimethylformamide / 12 h / Ambient temperature

With copper(I) oxide; sodium hydroxide; diphenyl phosphoryl azide; sodium hydride; triethylamine; copper(I) bromide; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00058a010