Proglumide synthesis

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]

FullText