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

Base Information

• Chemical Name: (S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid
• CAS No.: 133446-59-0
• Molecular Formula: C₂₁H₁₉N₃O₆S
• Molecular Weight: 441.464
• Mol file: 133446-59-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-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: 83.0%

(S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid diethyl ester (133447-16-2) → (S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid (133446-59-0)

Guidance literature:

With sodium hydroxide; In ethanol; for 2h;

DOI:10.1021/jm00111a042

Reference yield:

4,4'-Dithiobisbenzoic acid (1155-51-7) → (S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid (133446-59-0)

Guidance literature:

Multi-step reaction with 7 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

7: 83 percent / aq. NaOH / ethanol / 2 h

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:

4-<<4-amino-3-(methoxycarbonyl)phenyl>thio>benzoic acid (133446-92-1) → (S)-2-[4-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylsulfanyl)-benzoylamino]-pentanedioic acid (133446-59-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 31 percent / diphenyl phosphorazidate (DPPA), Et₃N / dimethylformamide / 16 h / Ambient temperature

3: 83 percent / aq. NaOH / ethanol / 2 h

With ammonium hydroxide; sodium hydroxide; diphenyl phosphoryl azide; triethylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00111a042

upstream raw materials:

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

4,4'-Dithiobisbenzoic acid

4-<<4-amino-3-(methoxycarbonyl)phenyl>thio>benzoic acid

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