C - Chemistry – Metallurgy – 12 – P
Patent
C - Chemistry, Metallurgy
12
P
195/131, 195/65
C12P 41/00 (2006.01) C07C 405/00 (2006.01) C07D 317/72 (2006.01) C07D 319/08 (2006.01) C12P 7/26 (2006.01) C12P 7/42 (2006.01) C12P 7/62 (2006.01) C12P 17/02 (2006.01)
Patent
CA 1301100
Abstract The invention relates to a method for production of optically active (+)-bicyclo-[3.3.0]-octanol derivatives of formula (+)-I, Image (+)-I, where R1 and R2 together imply an oxygen atom or the bivalent radical -O-X-O- where X is a straight-chain or branched- chain alkylene group with 1 - 7 C-atoms or R1 and R2 in each case imply the radical -OR5 with R5 as a straight or branched-chain alkyl group with 1 - 7-C atoms and R3 the radical COOZ with Z as a hydrogen atom, a straight or branched-chain alkyl group with 1 to 7 C-atoms, a cycloalkyl group with 3 to 6 C-atoms, a phenyl group or an aralkyl group with 7 to 10 C-atoms, or R3 implies the radical -(CH2)n-O-COR4 with n having the significance 1 - 4 and R4 being a straight or branched-chain alkyl group with 1 to 7 C-atoms, a cycloalkyl group with 3 to 6 C-atoms, a phenyl group or an aralkyl group with 7 to 10 C-atoms, characterised in that racemic 3.alpha.-acyloxy-cis-bicyclo- [3.3.0]-octane derivatives of the formula (?)-II Image (?)-II, where R1, R2, R3, and R4 have the above significance, are subjected, enzymatically or microbiologically, to stereo- specific acylate hydrolysis and the resultant (+)-bicyclo- [3.3.0]-octanol derivative (+)-I is separated from the non- saponified bicyclo-[3.3.0]-octanol-acylate of formula (-)-II or the non-saponified enantiomer (+)-II is separated from the saponified bicyclo-[3.3.0]-octanol derivative (-)-I and then subjected to chemical acylate hydrolysis.
551618
Dahl Helmut
Petzoldt Karl
Skuballa Werner
Marks & Clerk
Schering Aktiengesellschaft
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