Diisopropylethylamine → HCID 57713982, compound

Participants

Reaction Steps

A solution of 500 mg (2 mmol) (S)-7-amino-5H,7H-dibenzo[b,d]azepin-6-one and 466 mg (2 mmol) (RS)-2-hydroxy-2-propyl-malonic acid monoethyl ester in 40 ml tetrahydrofuran were cooled to 0° C. and 331 mg (2 mmol) 1-hydroxy-benzotriazole hydrate, 830 μl (5 mmol) diisopropylethylamine and 470 mg (2 mmol) N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide hydrochloride were added. Stirring was continued overnight at room temperature. Removal of the solvent by distillation and chromatography on silicagel with heptane/ethylacetate (gradient 90/10 to 50/50) yielded 630 mg (71%) (R/S)-2-hydroxy-2-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-ylcarbamoyl)-pentanoic acid ethyl ester as a colorless foam, MS (m/e): 397.3 (M+H)+.

Provenance & Evidence