Imidazole → HCID 22874319, compound

Participants

Reaction Steps

In analogy with Example 1j), 0.62 g of 5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-cyano-phenyl)methyl]hexanoic acid in 6.2 ml of DMF is silylated with 0.98 g of tert-butyldimethylchlorosilane and 0.79 g of imidazole. Hydrolysis of the silyl ester function with 1.2 g of potassium carbonate in 31 ml of methanol/THF/water, 3:1:1, yields the title compound, after acidifying with citric acid solution and extracting with ethyl acetate: TLC Rf (D)=0.29; FAB-MS (M+H)+ =553.

Provenance & Evidence