Enzymatic process for preparing optically active 3-substituted a

Details Enzymatic process for preparing optically active 3-substituted a Enzymatic process for preparing optically active 3-substituted a

1990-09-24

1993-08-31

Berch, Mark L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

435280, 556418, 556419, C07D20508, C12P 4100, C07F 718

Patent

active

052410641

ABSTRACT:
Preparation of optically active 3-substituted azetidinones of the formula (I) ##STR1## in which R.sup.1 is a hydroxy-protective group wherein an allylic alcohol of the formula (II) ##STR2## is acylated, then subjected to asymmetric enzymatic hydrolysis yielding the R-allylic alcohol. The hydroxyl group is protected and then stereoselectively reacted with an amine which is subsequently cyclized to yield the desired 3-substituted azetidinone. Two new species of microorganisms have been isolated, Pimelobacter sp. No. 1254 and Bacillus megaterium No. 1253 which exhibit stereoselective esterase activity.

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