(S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-benzoylamino}-pentanedioic acid diethyl ester

Base Information

• Chemical Name: (S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-benzoylamino}-pentanedioic acid diethyl ester
• CAS No.: 112888-98-9
• Molecular Formula: C₂₈H₃₃N₅O₈
• Molecular Weight: 567.599
• Mol file: 112888-98-9.mol

Synonyms:(S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-benzoylamino}-pentanedioic acid diethyl ester

Chemical Property of (S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-benzoylamino}-pentanedioic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-benzoylamino}-pentanedioic acid diethyl ester

There total 4 articles about (S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-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:

4-Ethylamino-2-nitro-benzoic acid methyl ester (112888-99-0) → (S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-benzoylamino}-pentanedioic acid diethyl ester (112888-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-lutidine / N,N-dimethyl-acetamide / 4 h / 80 °C

2: 1 N aq. NaOH / ethanol / 2 h

3: 1.) diphenylphosphorazidate, 2.) Et₃N / 1.) DMF, 0 deg C, 2.) 0 deg C to RT, overnight

With 2,6-dimethylpyridine; sodium hydroxide; diphenyl phosphoryl azide; triethylamine; In ethanol; N,N-dimethyl acetamide;

DOI:10.1021/jm00173a026

Reference yield:

methyl p-[ N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl)-N-ethylamino]-o-nitrobenzoate (112889-00-6) → (S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-benzoylamino}-pentanedioic acid diethyl ester (112888-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 N aq. NaOH / ethanol / 2 h

2: 1.) diphenylphosphorazidate, 2.) Et₃N / 1.) DMF, 0 deg C, 2.) 0 deg C to RT, overnight

With sodium hydroxide; diphenyl phosphoryl azide; triethylamine; In ethanol;

DOI:10.1021/jm00173a026

Reference yield:

4(3H)-oxo-6-(bromomethyl)-2-methyl quinazoline (112888-43-4) → (S)-2-{4-[Ethyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-2-nitro-benzoylamino}-pentanedioic acid diethyl ester (112888-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-lutidine / N,N-dimethyl-acetamide / 4 h / 80 °C

2: 1 N aq. NaOH / ethanol / 2 h

3: 1.) diphenylphosphorazidate, 2.) Et₃N / 1.) DMF, 0 deg C, 2.) 0 deg C to RT, overnight

With 2,6-dimethylpyridine; sodium hydroxide; diphenyl phosphoryl azide; triethylamine; In ethanol; N,N-dimethyl acetamide;

DOI:10.1021/jm00173a026

upstream raw materials:

diethyl-L-glutamate hydrochloride

p-[ N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl)-N-ethylamino]-o-nitrobenzoic acid

4-Ethylamino-2-nitro-benzoic acid methyl ester

methyl p-[ N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl)-N-ethylamino]-o-nitrobenzoate

Downstream raw materials:

N-p-[N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl)-N-ethylamino]-o-nitrobenzoyl L-glutamic acid