Vinyl laurate → t-butyl (3S)-2-ethyl-3-hydroxybutanoate

Participants

Reaction Conditions

Reaction Steps

A mixture of 15.0 g of t-butyl 2-ethyl-3-hydroxybutanoate as racemate, 9.0 g of vinyl laurate and 8.0 g of Lipase P (trade name, supplied by Amano Pharmaceutical Co., Ltd.) was stirred at 35° C. for two days. After stopping the reaction, the enzyme was removed by filtration and the enzyme was washed with n-heptane on a filter paper. n-Heptane was distilled away from the filtrate and the residue was subjected to vacuum distillation to obtain 9.9 g of t-butyl (3S)-2-ethyl-3-hydroxybutanoate, b.p. 73.5°-75° C. (4.5 mm Hg), [α]D28 =+1.5° (C=1.22, CHCl3) of the formula. ##STR88## The NMR chart is shown in FIG. 8. Further, 7.7 g of t-butyl (3R)-2-ethyl-3-dodecanoyloxybutanoate was obtained.

Provenance & Evidence