Hydrochloric Acid → HCID 178460984, compound

Participants

Reaction Conditions

Reaction Steps

Stir a mixture of 3′,5′-dichloro-4′-[(R)-2-oxo-cis-1-(4-triisopropylsilanyloxy-cyclohexyl)-pyrrolidin-3-ylmethyl]-biphenyl-4-carboxylic acid methyl ester (35.6 g, 56.26 mmol), 150 mL THF and 100 mL methanol under nitrogen in an ice/water bath. Add a solution of lithium hydroxide (4.04 g, 168.79 mmol) in 100 mL water. Stir the mixture 4 hr at RT. Cool the solution to about 1° C. in an ice/acetone bath, dilute with 500 mL water, then adjust the pH to about 2-3 with 0.5 M aqueous hydrochloric acid. Extract with ethyl acetate (3×150 mL), wash with 100 mL each, water and brine then dry over magnesium sulfate. Filter, and concentrate to 34.6 g (99%) of a foam.

Provenance & Evidence