diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-L-glutamate
• CAS No.: 129175-59-3
• Molecular Formula: C₂₉H₃₁N₅O₈
• Molecular Weight: 577.594

Synonyms:diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-L-glutamate

Chemical Property of diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-L-glutamate

Chemical Property:

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Technology Process of diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-L-glutamate

There total 4 articles about diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-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:

methyl 2-nitro-4-(prop-2-ynylamino)benzoate (129175-87-7) → diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-L-glutamate (129175-59-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent / 2,6-lutidine / N,N-dimethyl-acetamide / 4 h / 80 °C

2: 82 percent / 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 4--N-prop-2-ynylamino>-2-nitrobenzoate (129175-88-8) → diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-L-glutamate (129175-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / 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) → diethyl N-<4--N-prop-2-ynylamino>-2-nitrobenzoyl>-L-glutamate (129175-59-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent / 2,6-lutidine / N,N-dimethyl-acetamide / 4 h / 80 °C

2: 82 percent / 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

4--N-prop-2-ynylamino>-2-nitrobenzoic acid

methyl 2-nitro-4-(prop-2-ynylamino)benzoate

methyl 4--N-prop-2-ynylamino>-2-nitrobenzoate

Downstream raw materials:

(S)-2-{4-[(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-nitro-benzoylamino}-pentanedioic acid

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