Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-L-glutamate

Base Information

• Chemical Name: Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-L-glutamate
• CAS No.: 112888-80-9
• Molecular Formula: C₂₈H₂₉ClN₄O₆
• Molecular Weight: 553.014

Synonyms:Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-L-glutamate

Chemical Property of Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-L-glutamate

Chemical Property:

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Technology Process of Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-L-glutamate

There total 2 articles about Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-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: 54.0%

diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate (76858-72-5) + 6-Bromomethyl-2-chloro-3H-quinazolin-4-one (118111-59-4) → Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-L-glutamate (112888-80-9)

Guidance literature:

With calcium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 16h;

DOI:10.1021/jm00123a010

Reference yield:

2-Chloro-3,4-dihydro-4-oxo-6-methylquinazoline (62484-42-8) → Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-L-glutamate (112888-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-bromosuccinimide, benzoyl peroxide / CCl₄ / 16 h / Heating

2: 54 percent / CaCO₃ / dimethylformamide / 16 h / 60 °C

With N-Bromosuccinimide; Perbenzoic acid; calcium carbonate; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00123a010

Reference yield: 96.0%

1H-imidazole (288-32-4) + Diethyl N-<4--N-prop-2-ynylamino>benzoyl>-L-glutamate (112888-80-9) → (S)-2-{4-[(2-Imidazol-1-yl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester (118111-76-5)

Guidance literature:

In various solvent(s); at 100 ℃; for 6h;

DOI:10.1021/jm00123a010

upstream raw materials:

diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate

6-Bromomethyl-2-chloro-3H-quinazolin-4-one

2-Chloro-3,4-dihydro-4-oxo-6-methylquinazoline

Downstream raw materials:

(S)-2-{4-[(2-Imidazol-1-yl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

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

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

(S)-2-(4-{[2-(2-Hydroxy-ethylamino)-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl]-prop-2-ynyl-amino}-benzoylamino)-pentanedioic acid diethyl ester

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