Process for the preparation of HMG-CoA reductase inhibitors and

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549561, C07D30930

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active

046110682

ABSTRACT:
This invention relates to a novel process for the preparation of 3-hydroxy-3-methylglutarylcoenzyme A (HMG-CoA) reductase inhibitors which contain a 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety, such as compactin and mevinolin, by utilizing an alkyl 5(S),6-epoxy-3(R)-(alkoxy)hexanoate as a chiral synthon for the stereospecific introduction of the 4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one moiety.

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C. Huynh et al., Tetrahedron Letters, No. 17 (1979) pp. 1503-1506.
M. S. Kharasch et al., Grignard Reactions of Nonmetallic Substances, (1954), pp. 961-963.
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B. M. Trost et al., Tetrahedron Letters, No. 39 (1976) pp. 3477-3478.
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Raymond L. Funk et al., Tetrahedron Letters, vol. (16) (1984) pp. 1655,1658.

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