Phosphate → HCID 86633029, compound

Participants

Reaction Steps

To a solution of 2-methyl-1-methylthiocarbonyloxypropyl butanoate (2d) (0.5 g) in 2 mL of diisopropyl ether, 0.025 g of lipase from Candida rugosa was added, followed by 10 mL of phosphate buffer. The mixture was stirred at room temperature for ca. 24 hrs. The reaction mixture was diluted with ether and the organic solution filtered through a pad of CELITE® 545. The ether solution was washed with water (2 times) and brine, and dried over anhydrous sodium sulfate (Na2SO4). The solvent was evaporated under reduced pressure to provide 0.16 g (64% yield) of the title compound (7). 1H-NMR using a chiral solvating agent showed a single isomer and the absolute configuration was confirmed by derivatization to a compound having a known stereochemistry.

Provenance & Evidence