Stereoselective microbial reduction of a racemic tetralone

C - Chemistry – Metallurgy – 12 – P

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C12P 7/22 (2006.01) C12P 7/26 (2006.01) C12P 41/00 (2006.01)

Patent

CA 2287560

The present invention relates to processes for carrying out the following stereoselective microbial reduction of a racemic tetralone: (see formula I) which comprises: contacting a compound of formula (I) with a microorganism, or an enzyme reduction system capable of accomplishing the subject reduction comprising an enzyme derived from said microorganism and a co-factor for said enzyme, and incubating the resulting mixture under conditions sufficient to yield the (4R) tetralol of formula (II) and to leave substantially unreacted the (4S) tetralone of formula (V) or "chiral tetralone." The chiral tetralone can be used in the synthesis of sertraline. The subject process further optionally comprises the separation of the (4S) tetralone of formula (V) from the (4R) tetralol of formula (II). The (4R) tetralol can be recycled to produce the compound of formula (I) and the subject process repeated to result in even more of the desired (4S) tetralone of formula (V).

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