Isopropanol → 3-[[2-amino-1-oxo-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propyl]amino]-2-hydroxy-5-methylhexanoic acid, 1-methylethyl ester

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Reaction Steps

Palladium on charcoal, 10%, 1 g, is added to 11.8 g (16.5 mmol) of 2-hydroxy-5-methyl-3-[[1-oxo-2[[(phenylmethoxy)carbonyl]amino]-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propyl]amino]hexanoic acid (mixture of [2R-[2R*,3S*(S*)]] and [2S-[2R*,3R*(R*)]]isomers) dissolved in isopropanol and the mixture is exposed to hydrogen gas. After complete uptake of hydrogen the mixture is filtered, the solvent evaporated in vacuo and the residue co-evaporated with diethyl ether to give 9.5 g of the title compound as a beige foam after drying under high vacuum for one hour.

Provenance & Evidence