Triethylamine → HCID 57044005, compound

Participants

Reaction Steps

In the same manner as in Example 5, 15 mg (0.009 mmole) of Ru2Cl4 ((R)-BINAP)2 (NEt3) was weighed, and 500 mg (1.75 mmole) of t-butyl (5S)-6-t-butoxy-5-hydroxy-3-oxohexanoate as synthesized in Example 4 and 50 ml of ethanol were added thereto to form a solution. The solution was transferred to a 100 ml-volume autoclave whose atmosphere had been displaced with nitrogen, and the solution was stirred at 30° C. for 16 hours at a hydrogen pressure of 50 kg/cm2 to conduct hydrogenation. The solvent was removed by distillation, and the residue was purified by silica gel column chromatography (diethyl ether/hexane: 5/1 by volume) to obtain 300 mg (yield: 60%) of t-butyl (3R,5S)-6-t-butoxy-3,5-dihydroxyhexanoate.

Provenance & Evidence