HCID 14206207, compound → HCID 14482873, compound

Participants

Reaction Steps

3.513 g of (2S, 3R)-3-benzyloxy-2-triphenylmethoxymethyltetrahydropyran (prepared as described in Preparation 23) were dissolved in 120 ml of ethanol and hydrogenated at room temperature for 30 hours in the presence of 1.852 g of 10% w/w palladium on activated carbon in a Paal's apparatus at a hydrogen pressure of 4 atmospheres (about 4 bars). The catalyst was filtered off and the filtrate was freed from the solvent by evaporation under reduced pressure. The residue was subjected to column chromatography through 90 g of silica gel, 2.557 g of the title compound were obtained, as a colorless oil, from those fractions eluted with a 7:1 by volume mixture of hexane and ethyl acetate.

Provenance & Evidence