Water → HCID 18600865, compound

Participants

Reaction Steps

A solution of 342 mg (0.70 mmol) of (1RS,2R,3R,7R,11R)-1-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2,3-epoxy-3,7,11,15-tetramethylhexadecanol in 1 ml of tert.butyl methyl ether was added dropwise at room temperature while stirring to a suspension of 51 mg (2 mmol) of lithium aluminium hydride in 10 ml of tert.butyl methyl ether and the mixture was subsequently stirred at room temperature for a further 1 hour. Then, 0.5 ml of water was added dropwise, the mixture was filtered through sodium sulphate, rinsed with ether and the filtrate was concentrated on a rotary evaporator. The thus-obtained crude produce (341 mg) was chromatographed on silica gel with toluene/ethyl acetate (2:1 parts by volume) and there were obtained 284 mg (84%) of (1RS,3R,7R,11R)-1-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-3,7,11,15-tetramethylhexadecane-1,3-diol, [α]D20 =+0.2° (c=2.16% in chloroform).

Provenance & Evidence