Imidazole → HCID 22874319, compound

Participants

Reaction Steps

Analogously to Example 1j), 0.85 g (1.93 mmol) of 5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-(o-cyanophenylmethyl)-hexanoic acid in 10 ml of DMF are silylated with 1.34 g (8.9 mmol) of tert-butyldimethylchlorosilane and 1.08 g (15.9 mmol) of imidazole. Hydrolysis of the silyl ester function with 1.6 g of potassium carbonate in 40 ml of methanol/THF/water 5:1:2, followed by column chromatography (SiO2, ethyl acetate/hexane 1:1), yields the title compound: TLC Rf (A)=0.4; tRet (I)=20.0 min.

Provenance & Evidence