Hydrochloric Acid → (R)-1-[8-((R)-1-phenyl-propylcarbamoyl)-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carbonyl]-pyrrolidine-2-carboxylic acid

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Reaction Steps

A mixture of (R)-1-[8-((R)-1-phenyl-propylcarbamoyl)-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carbonyl]-pyrrolidine-2-carboxylic acid methyl ester (Comp. No. 16m) (171 mg, 0.389 mmol) in tetrahydrofuran (5 ml) and water (4 ml), and 2 M aqueous sodium hydroxide (1 ml, 2 mmol) was refluxed for 3 h, cooled to room temperature, acidified with excess aqueous hydrochloric acid, and extracted with dichloromethane. Solvents were evaporated to give 140 mg of (R)-1-[8-((R)-1-phenyl-propylcarbamoyl)-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carbonyl]-pyrrolidine-2-carboxylic acid.

Provenance & Evidence