tert-Butanol → HCID 68089163, compound

Participants

Reaction Steps

A mixture of 4.9 g (14 9 mmol) rac-(3S,4R)-1-Benzyl-4-(4-chloro-phenyl)-4-methyl-pyrrolidine-3-carboxylic acid, 4.5 g (16.3 mmol) diphenylphosphoryl azide and 2.1 g (16.3 mmol) DIPEA in 80 mL tert.-butanol was heated to reflux over night. The mixture was concentrated, taken up on isolute and subjected to purification by chromatography on silica eluting with a gradient formed from heptane and ethyl acetate to yield after evaporation of the product containing fractions 3.8 g (64%) of the title compound as light yellow viscous oil. MS m/e: 401.4 [M+H]+.

Provenance & Evidence