HCID 69591807, compound → HCID 58667143, compound

Participants

Reaction Steps

Solid Novozym 435 is added to a solution of trans-4-(4-bromo-2,5-dimethyl-3-thienyl)tetrahydro-3-furanol (0.153 mol) in 425 ml of vinyl acetate and the mixture is subsequently stirred for 24 hours. The enzyme is removed by filtration and the residue is washed with tert-butyl methyl ether. After removal of the solvent, the two products are separated by means of chromatography. (3R,4S)-4-(Bromo-2,5-dimethyl-3-thienyl)tetrahydro-3-furanol is obtained in a yield of 49% (>99% ee) and (3S,4R)-4-(bromo-2,5-dimethyl-3-thienyl)tetrahydro-3-furanol acetate is obtained in a yield of 50% (>97% ee).

Provenance & Evidence