diethyl N-<4--6-quinazolinyl>methyl>prop-2-ynylamino>benzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<4--6-quinazolinyl>methyl>prop-2-ynylamino>benzoyl>-L-glutamate
• CAS No.: 106585-54-0
• Molecular Formula: C₃₄H₄₀N₄O₈
• Molecular Weight: 632.714

Synonyms:diethyl N-<4--6-quinazolinyl>methyl>prop-2-ynylamino>benzoyl>-L-glutamate

Chemical Property of diethyl N-<4--6-quinazolinyl>methyl>prop-2-ynylamino>benzoyl>-L-glutamate

Chemical Property:

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Technology Process of diethyl N-<4--6-quinazolinyl>methyl>prop-2-ynylamino>benzoyl>-L-glutamate

There total 5 articles about diethyl N-<4--6-quinazolinyl>methyl>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: 80.3%

<6-(bromomethyl)-4-oxo-3(4H)-quinazolinyl>methyl 2,2-dimethylpropanoate (106585-53-9) + diethyl N-(4-(prop-2-ynylamino)benzoyl)-L-glutamate (76858-72-5) → diethyl N-<4--6-quinazolinyl>methyl>prop-2-ynylamino>benzoyl>-L-glutamate (106585-54-0)

Guidance literature:

With calcium carbonate; In dimethyl amine; at 80 ℃; for 18h;

DOI:10.1021/jm00124a018

Reference yield:

2-Amino-5-methylbenzoic acid (2941-78-8) → diethyl N-<4--6-quinazolinyl>methyl>prop-2-ynylamino>benzoyl>-L-glutamate (106585-54-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 77.3 percent / 1) 130 deg C, 1h, 2.) 180 deg C, 1 h

2: 1.) NaH / 1.) DMF, 30 min., 2.) 25 deg C, 2 h

3: 76.3 percent / N-bromosuccinimide / CCl₄ / 0.33 h / Heating; Irradiation

4: 80.3 percent / CaCO₃ / dimethylamine / 18 h / 80 °C

With N-Bromosuccinimide; sodium hydride; calcium carbonate; In tetrachloromethane; dimethyl amine;

DOI:10.1021/jm00124a018

Reference yield:

6-methyl-3H-quinazolin-4-one (19181-53-4) → diethyl N-<4--6-quinazolinyl>methyl>prop-2-ynylamino>benzoyl>-L-glutamate (106585-54-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 30 min., 2.) 25 deg C, 2 h

2: 76.3 percent / N-bromosuccinimide / CCl₄ / 0.33 h / Heating; Irradiation

3: 80.3 percent / CaCO₃ / dimethylamine / 18 h / 80 °C

With N-Bromosuccinimide; sodium hydride; calcium carbonate; In tetrachloromethane; dimethyl amine;

DOI:10.1021/jm00124a018

upstream raw materials:

<6-(bromomethyl)-4-oxo-3(4H)-quinazolinyl>methyl 2,2-dimethylpropanoate

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

2-Amino-5-methylbenzoic acid

6-methyl-3H-quinazolin-4-one

Downstream raw materials:

N-(4-{N-[(3,4-dihydro-4-oxo-6-quinazolinyl)methyl]-prop-2-ynylamino}benzoyl)-L-glutamic acid

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