(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid

Base Information

Chemical Name:(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid
CAS No.:133446-56-7
Molecular Formula:C₂₄H₂₆N₄O₆
Molecular Weight:466.494
Hs Code.:

Synonyms:(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid

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Chemical Property of (S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid

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Technology Process of (S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid

There total 7 articles about (S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-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: 59.0%

: 133447-14-0
(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid diethyl ester

: 133446-56-7
(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid

Guidance literature:: With sodium hydroxide; In ethanol; for 2h;
DOI:10.1021/jm00111a042

Reference yield:

: 24688-36-6
2-methyl-6-nitroquinazolin-4(3H)-one

: 133446-56-7
(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / H₂ / 10percent Pd/C / methanol / 6.5 h

2: CaCO₃ / dimethylformamide / 1 h / 95 °C

3: 550 mg / NaCNBH₃, glacial acetic acid / acetonitrile; dimethylformamide; H₂O / 56 h / Ambient temperature

4: 70 percent / 1 N aq. NaOH / ethanol / 0.5 h / 52 °C

5: 72 percent / diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 16 h / Ambient temperature

6: 59 percent / aq. NaOH / ethanol / 2 h

With sodium hydroxide; diphenyl phosphoryl azide; hydrogen; sodium cyanoborohydride; acetic acid; triethylamine; calcium carbonate; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00111a042

Reference yield:

: 17329-24-7
6-amino-3,4-dihydro-2-methyl-4-oxoquinazoline

: 133446-56-7
(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid

Guidance literature:: Multi-step reaction with 5 steps

1: CaCO₃ / dimethylformamide / 1 h / 95 °C

2: 550 mg / NaCNBH₃, glacial acetic acid / acetonitrile; dimethylformamide; H₂O / 56 h / Ambient temperature

3: 70 percent / 1 N aq. NaOH / ethanol / 0.5 h / 52 °C

4: 72 percent / diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 16 h / Ambient temperature

5: 59 percent / aq. NaOH / ethanol / 2 h

With sodium hydroxide; diphenyl phosphoryl azide; sodium cyanoborohydride; acetic acid; triethylamine; calcium carbonate; In ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00111a042