发明名称 RESOLUTION OF RACEMATES OF 3-ACYLOXY- BICYCLO-(3.3.0)-OCTANE-7-ONE-2-CARBOXYLIC ACID ESTERS BY STEREO-SPECIFIC ENZYMATIC OR MICROBIOLOGICAL ACYLATE HYDROLYSIS
摘要 The invention relates to a method for production of optically active (+)-bicyclo-¢3.3.0!-octanol derivatives of formula (+)-I, (+)-I, where R1 and R2 together imply an oxygen atom or the bivalent radical -O-X-O- where X is a straight-chain or branchedchain 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 (?)-II, where R1, R2, R3, and R4 have the above significance, are subjected, enzymatically or microbiologically, to stereospecific acylate hydrolysis and the resultant (+)-bicyclo- ¢3.3.0!-octanol derivative (+)-I is separated from the nonsaponified 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.
申请公布号 CA1301100(C) 申请公布日期 1992.05.19
申请号 CA19870551618 申请日期 1987.11.12
申请人 PETZOLDT, KARL 发明人 PETZOLDT, KARL;DAHL, HELMUT;SKUBALLA, WERNER
分类号 C07C405/00;C07D317/72;C07D319/08;C12P7/12;C12P7/26;C12P7/42;C12P7/62;C12P17/02;C12P41/00;C12R1/01;C12R1/05;C12R1/15;C12R1/20;C12R1/785;C12R1/80;C12R1/84;C12R1/85;C12R1/865;C12R1/885 主分类号 C07C405/00
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