Process for the enzymatic separation of enantiomers of racemic 2-oxotricyclo-2,2,1,03,5-heptan-7-carboxylic acids and esters thereof

摘要

Process for enzymic resolution (racemate or enantiomer sepn.) of enantiomer or racemic mixts. of oxo-tricyclo-heptane carboxylate cpds. of formula (I) comprises: (a) treating (I) with an enzyme (A) in water and opt. cosolvent and (b) sepg. acid and ester. (A) is a lipase or esterase derived from porcine liver, porcine or bovine pancreas, or from microorganisms such as Candida, Pseudomonas, Mucor, Rhizopus and Aspergillus or a protease from Bacillus. R1 = 1-10C alkyl, 3-10C cycloalkyl, 2-10C alkenyl, 2-10C alkinyl, 3-8C cycloalkenyl (all opt. mono- to tri-substd., by F, Cl, Br, I, CN, COOR, CONH2, R<2>R<3>, NO2, OR, OCOOR, SPh, SMe, SEt, SO2Ph, SO2R, aryl, heteroaryl) or alkyl and alkenyl gps. with 3-10C atoms or alkinyl gps. with 4-10C atoms, 5-10C aryl or 5-10C heteroaryl or N=CR4R5 or C(R6)=CR7R8 or COR9; R = 1-4C alkyl; R2,R3 = H, 1-6C alkyl, 3-10C cycloalkyl, 2-6C alkenyl, 2-6C alkinyl, phenyl, benzyl, benzoyl, or amino-protection gp,; R4,R5 = H or 1-6C alkyl or R4+R5 = alkylene or alkenylene; R6-R8 = H, Me or Et and R9 = H, alkyl or 2-oxo-tricyclo Ä2,2,1,0<3.5>Ühepta-7-carbonyl.