To produce L-allicin acetal useful as a raw material and a production intermediate for pharmaceuticals with decreased number of steps at a low cost by treating D,L-allicinamide acetal with a microbial cell, or the like, of a specific microorganism.
The objective compound of formula II is produced by treating D,L-allicinamide acetal of formula I [R1 and R2 are each a lower alkyl or together form an alkylene of the formula (CH2)n ((n) is 2-3)] with microbial cells or treated cells of a microorganism having activity to stereoselectively hydrolyze L-allicinamide acetal (e.g. Mycoplana bullata NCIB 9440). Preferably, the unreacted D-allicinamide acetal is racemized by heating in the presence of a strong base and the produced D L-allicinamide acetal is used again as a raw material. The compound of formula I is a new substance.
DOTANI MASAHARU
UCHIYAMA TAKAKO
TAWARA TORAICHI
JPS63157990A | 1988-06-30 | |||
JPH02501531A | 1990-05-31 | |||
JPS4839416A | 1973-06-09 |
JPN6009052880, パイン有機化学 II, 1989, 第5版, p.815
JPN6009052882, Journal of Organic Chemistry, 1962, Vol.27, pp.798−802