Potassium Sodium Tartrate → HCID 57771484, compound

Participants

Reaction Steps

To a solution of (2R,5R)-2-(tert-butyldiphenylsilanyloxy)-spiro[4.5]dec-6-en e-7-carboxylic acid methyl ester (615 mg) obtained in Step 6 in toluene (7 mL) was added dropwise sodium bis(2-methoxyethoxy)aluminum hydride (65% toluene solution; 486 mg) under ice-cooling, followed by stirring the mixture under ice-cooling for 0.5 hour. To the reaction mixture was added dropwise 1M aqueous Rochelle salt solution (10 mL), followed by stirring at room temperature for 2 hours, and the reaction mixture was extracted with toluene. The organic layer was washed with saturated brine, dried and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane (volume ratio)=1:6 to 1:5) to give [(2R,5R)-2-(tert-butyldiphenylsilanyloxy)-spiro[4.5]dec-6-en-7-yl]-methanol (539 mg).

Provenance & Evidence