(S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester

Base Information

Chemical Name:(S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester
CAS No.:133447-16-2
Molecular Formula:C₂₅H₂₇N₃O₆S
Molecular Weight:497.572
Hs Code.:

Synonyms:(S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester

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Chemical Property of (S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester

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Technology Process of (S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester

There total 6 articles about (S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-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: 31.0%

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

: 133446-93-2
4-<(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)thio>benzoic acid

: 133447-16-2
(S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1021/jm00111a042

Reference yield:

: 1155-51-7
4,4'-Dithiobisbenzoic acid

: 133447-16-2
(S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / NaHCO₃ / N,N-dimethyl-acetamide / 120 h

2: 1.) NaBH₄ / 1.) DMA, 0 deg C, 25 min, 2.) RT, 40 h

3: 69 percent / Fe, FeSO₄*7H₂O / methanol / 4 h / Heating

4: 93 percent / 1 N aq. NaOH / ethanol / 40 h

5: 2.) aq. NH₃ / 1.) reflux, 40 min, 2.) 60 deg C, 1 h

6: 31 percent / diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 16 h / Ambient temperature

With ammonium hydroxide; sodium hydroxide; sodium tetrahydroborate; diphenyl phosphoryl azide; iron; sodium hydrogencarbonate; iron(II) sulfate; triethylamine; In methanol; ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1021/jm00111a042

Reference yield:

: 51282-49-6
methyl 5-chloro-2-nitrobenzoate

: 133447-16-2
(S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaBH₄ / 1.) DMA, 0 deg C, 25 min, 2.) RT, 40 h

2: 69 percent / Fe, FeSO₄*7H₂O / methanol / 4 h / Heating

3: 93 percent / 1 N aq. NaOH / ethanol / 40 h

4: 2.) aq. NH₃ / 1.) reflux, 40 min, 2.) 60 deg C, 1 h

5: 31 percent / diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 16 h / Ambient temperature

With ammonium hydroxide; sodium hydroxide; sodium tetrahydroborate; diphenyl phosphoryl azide; iron; iron(II) sulfate; triethylamine; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00111a042