Process for preparing tert-butyl (3R,5S)-6-hydroxy-3,5--O--isopr

Details Process for preparing tert-butyl (3R,5S)-6-hydroxy-3,5--O--isopr Process for preparing tert-butyl (3R,5S)-6-hydroxy-3,5--O--isopr

1993-06-30

1995-03-21

Chan, Nicky

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

560 60, C07D31906

Patent

active

053997220

ABSTRACT:
A novel process is described for preparing tert-butyl (3R, 5S ) 6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate of the formula I ##STR1## which is a valuable structural element for preparing inhibitors of HMG-CoA reductase.

REFERENCES:
patent: 4452994 (1984-06-01), Hill et al.
patent: 4970313 (1990-11-01), Wess et al.
patent: 4977279 (1990-12-01), Wess et al.
"Steroselective Reduction of .delta.-Hydroxy-.beta.-ketoesters", Kathawala et al., Helvetica Chimica Acta, 69:803-805 (1986).
"Homogeneous Asymmetric Hydrogenation of Functionalized Ketones", Kitamura et al., J. Am. Chem. Soc., 110:629-631 (1988).
"A Practical Asymmetric Synthesis of Carnitine", Kitamura et al., Tetrahedron Letters, 29 (13):1555-1556 (1988).
"Convenient Preparation of Binap-Ruthenium(II) Complexes Catalyzing Asymmetric Hydrogenation of Functionalized Ketones", Kitamura et al., Tetrahedron Letters, 32 (33):4163-4166 (1991).
"Synthesis and Biological Activity of New HMG-CoA Reductase Inhibitors. 3. Lactones of 6-Phenoxy-3,5-dihydroxyhexanoic Acids", Journal of Medicinal Chemistry, 34 (10):2962-2983 (1991).
G. Wess et al. "Stereoselective Synthesis of HR780 a New Highly Potent HMG-CoA Reductase Inhibitor" Tetrahedron Letters, Bd. 31, Nr. 18, 1990, Oxford GB, pp. 2545-2548.
Manzocchi et al., "Studies on the Stereochemical Control of Fermenting Baker's Yeast Mediated Reductions: Some 3-and 4-Oxo Esters," J. Chem. Soc. Perkin Trans. 1, 1987, pp. 2753-2757.

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