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Synthesis 1995; 1995(8): 1014-1018
DOI: 10.1055/s-1995-4028
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Practical Large Scale Synthesis of tert-Butyl (3R,5S)-6-Hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate: Essential Building Block for HMG-CoA Reductase Inhibitors

Gerhard Beck1 , Heiner Jendralla2 , Kurt Kesseler
  • 1Hoechst AG, Allgemeine Pharma Forschung, Entwicklungsgruppe Synthese, Postfach 800320, D-65926 Frankfurt/Main 80, Germany, Fax +49(69)331399
  • 2Hoechst AG, Allgemeine Pharma Forschung, Entwicklungsgruppe Synthese, Postfach 800320, D-65926 Frankfurt/Main 80, Germany, Fax +49(69)331399; E-mail Jendralla@MSMPFEI.HOECHST.hoechst-ag.d400.de
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Publication Date:
31 December 2000 (online)

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Title compound 7 (96% ee, > 98% de) is synthesized enantioselectively in six steps (36% overall yield) from the commercial β-keto ester 8 on a multi-kg scale.

asymmetric hydrogenation - syn-β,δ-dihydroxy carboxylate - HMG-CoA reductase inhibitor