Water → N-{(1S)-1-[2'-chloro-4'-(methylsulfonyl)biphenyl-4-yl]-2,2,2-trifluoroethyl}-4-fluoro-L-leucine

Participants

Reaction Steps

To a solution of ethyl N-{(1S)-1-[2′-chloro-4′-(methylsulfonyl)biphenyl-4-yl]-2,2,2-trifluoroethyl}-4-fluoro-L-leucinate in a 3:1:1 mixture (0.1 M) of tetrahydrofuran, water and ethanol was added solid Lithium Hydroxide. The reaction was stirred for 64 h at room temperature and heated for one hour at 38° C. after which TLC analysis indicated disappearance of starting material. The reaction was cooled and treated with aqueous pH 5 NaH2PO4 solution and brine and then 1N aqueous HCL until pH 2. The phases were separated and the organic phase was washed with aqueous pH 5 NaH2PO4 solution and brine.

Provenance & Evidence