HCID 131718338, compound → HCID 56618511, compound

Participants

Reaction Steps

In 2.0 ml of methanol was dissolved 1.0 g (2.55 mmol) of tert-butyl (S)-6-benzyloxy-3-oxo-5-tetrahydropyranyloxyhexanoate of formula (2) obtained in Reference Example 5 and the enantioselective hydrogenation reaction was carried out as in Example 1 using Ru2Cl4 [(R)-Tol-BINAP]2N(CH2CH3)3 of formula (3) for 18 hours with stirring under a hydrogen pressure of 30 kg/cm2 and at a reaction temperature of from 35° to 40° C. After the reaction was over, the solvent was recovered and the residue formed was purified by silica gel column chromatography (developing solvent: n-hexane/ethyl acetate 85/15 by volume) to provide 350 mg (0.89 mmol, percent yield 35%) of tert-butyl (3R,5S)-6-benzyloxy-3-hydroxy-5-tetahydropyranyloxyhexanoate of formula (1) as a colorless transparent liquid.

Provenance & Evidence