diethyl N-<2-chloro-4-prop-2-ynylamino>benzoyl>-L-glutamate

Base Information

• Chemical Name: diethyl N-<2-chloro-4-prop-2-ynylamino>benzoyl>-L-glutamate
• CAS No.: 80014-79-5
• Molecular Formula: C₂₈H₃₀ClN₅O₆
• Molecular Weight: 568.029
• Mol file: 80014-79-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about diethyl N-<2-chloro-4-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: 51.0%

2-amino-6-(bromomethyl)-4-hydroxyquinazoline hydrobromide (77766-62-2) + diethyl N-<2-chloro-4-(prop-2-ynylamino)benzoyl>-L-glutamate (80014-87-5) → diethyl N-<2-chloro-4-prop-2-ynylamino>benzoyl>-L-glutamate (80014-79-5)

Guidance literature:

With calcium carbonate; In N,N-dimethyl acetamide; for 48h; Ambient temperature;

DOI:10.1021/jm00154a007

Reference yield:

2-chloro-4-nitrobenzoic acid (99-60-5) → diethyl N-<2-chloro-4-prop-2-ynylamino>benzoyl>-L-glutamate (80014-79-5)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / Heating

2: 72 percent / pyridine / toluene / 1.5 h / 0 - 25 °C

3: 44 percent / NaHCO₃, sodium dithionite / ethanol; H₂O / 1 h / Ambient temperature

4: 63 percent / 2,6-lutidine / N,N-dimethyl-acetamide / 16 h / Ambient temperature

5: 51 percent / CaCO₃ / N,N-dimethyl-acetamide / 48 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; thionyl chloride; sodium dithionite; sodium hydrogencarbonate; calcium carbonate; In ethanol; N,N-dimethyl acetamide; water; toluene;

DOI:10.1021/jm00154a007

Reference yield:

diethyl N-(2-chloro-4-nitrobenzoyl)-L-glutamate (80014-91-1) → diethyl N-<2-chloro-4-prop-2-ynylamino>benzoyl>-L-glutamate (80014-79-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent / NaHCO₃, sodium dithionite / ethanol; H₂O / 1 h / Ambient temperature

2: 63 percent / 2,6-lutidine / N,N-dimethyl-acetamide / 16 h / Ambient temperature

3: 51 percent / CaCO₃ / N,N-dimethyl-acetamide / 48 h / Ambient temperature

With 2,6-dimethylpyridine; sodium dithionite; sodium hydrogencarbonate; calcium carbonate; In ethanol; N,N-dimethyl acetamide; water;

DOI:10.1021/jm00154a007

upstream raw materials:

2-amino-6-(bromomethyl)-4-hydroxyquinazoline hydrobromide

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

2-chloro-4-nitrobenzoic acid

diethyl N-(2-chloro-4-nitrobenzoyl)-L-glutamate

Downstream raw materials:

N-<2-chloro-4-prop-2-ynylamino>benzoyl>-L-glutamic acid