Patent ID: 7803950

Claim:
A process for preparing a compound of the formula (I), comprising the steps according to the following scheme: in which, in the individual steps, a1) a compound of the formula (IX) is reacted with water to give a compound of the formula (V) in the presence of lipase enzyme which affords a suitable enantiomeric excess of the compound (V), or a2) a compound of the formula (X) is reacted with at least one acyl donor to give the compound (V) in the presence of lipase enzyme which affords a suitable enantiomeric excess of the compound (V), b) the compound (V) is reacted in the presence of an acidic catalyst with a compound which can form the base-stable and acid-labile protecting group Z3 to give the compound of the formula (VIII) and c) the compound (VIII) is converted in the presence of a nucleophile to a compound of the formula (II), d) the compound (II) is reacted in the presence of a base B1 with a compound of the formula (VI) to give a compound of the formula (Ma) or with a compound of the formula (VII) to give a compound of the formula (IIIb), e) the compound (IIIa) is converted to a compound of the formula (IVa) or the compound (IIIb) to a compound of the formula (IVb), the particular reaction being effected with an alcohol in the presence of an acidic catalyst, f) the compound (IVa) is reacted with the compound (VII) or the compound (IVb) with the compound (VI) to give a compound of the formula (Ia) in the presence of the base B1 and g) if appropriate, the compound (Ia) is hydrolyzed or hydrogenolyzed to give the compound (I) when R3 is H, the compounds (IX) and (X) each being present as the pure cis isomer or as cis/trans mixtures, and in which the variables and substituents are each defined as follows: Ring A is C 3 -C 8 -cycloalkyl or C 3 -C 8 -cycloalkenyl, in which one or more carbon atoms in the cycloalkyl or cycloalkenyl rings may be replaced by oxygen atoms, R1, R2, R4 and R5 are each independently H, F, Cl, Br, OH, NO 2 , CF 3 , OCF 3 , C 1 -C 6 -alkyl or —O—(C 1 -C 6 -alkyl), R3 is H, C 1 -C 6 -alkyl or benzyl, which may optionally be substituted by F, Cl, Br, OH, NO 2 , CF 3 , OCF 3 , C 1 -C 6 -alkyl or —O—(C 1 -C 6 -alkyl), R6 is C 1 -C 6 -alkyl or benzyl, which may optionally be substituted by F, Cl, Br, OH, NO 2 , CF 3 , OCF 3 , C 1 -C 6 -alkyl or —O—(C 1 -C 6 -alkyl), X is C 1 -C 6 -alkyl, in which one or more carbon atoms in the alkyl group may be replaced by oxygen atoms, Y is C 1 -C 6 -alkyl, in which one or more carbon atoms in the alkyl group may be replaced by oxygen atoms, Z1 and Z2 are each independently an acid-stable protecting group, Z3 is a base-stable and acid-labile protecting group, Z4 and Z5 are each independently a leaving group, and B1 is a tertiary alkaline earth metal alkoxide, tertiary alkali metal alkoxide, alkaline earth metal amide, alkali metal amide, alkaline earth metal silazide, alkali metal silazide or alkali metal hydride.