Proglumide synthesis
- Product Name:Proglumide
- CAS Number:6620-60-6
- Molecular formula:C18H26N2O4
- Molecular Weight:334.41
1) Preparation of glutamic acid N-benzoate
In 1000 mL three-necked flask add sodium glutamate 50 g, water 400 mL and appropriate amount of NaOH. stirring to dissolve, adjust pH 7 ~ 8, at 2 ℃ below the same time dropwise addition of benzoyl chlo
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Yield:-
Steps:
Multi-step reaction with 4 steps
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane
2.1: triethylamine; trichlorophosphate / dichloromethane / 2 h / -30 °C
3.1: potassium fluoride; 18-crown-6 ether / tetrahydrofuran / 0.17 h / 60 °C / Inert atmosphere; Sealed tube
3.2: 1.5 h / 60 °C / Inert atmosphere; Sealed tube
4.1: hydrogen; palladium on activated charcoal / methanol / 1 h / 20 °C
References:
Serafini, Marta;Griglio, Alessia;Viarengo, Sara;Aprile, Silvio;Pirali, Tracey [Organic and Biomolecular Chemistry,2017,vol. 15,# 31,p. 6604 - 6612]