2. Academic Validation
  3. First systematic chiral syntheses of two pairs of enantiomers with 3,5-dihydroxyheptenoic acid chain, associated with a potent synthetic statin NK-104

First systematic chiral syntheses of two pairs of enantiomers with 3,5-dihydroxyheptenoic acid chain, associated with a potent synthetic statin NK-104

  • Bioorg Med Chem Lett. 1999 Oct 18;9(20):2977-82. doi: 10.1016/s0960-894x(99)00519-3.
M Suzuki 1,  Y Yanagawa,  H Iwasaki,  H Kanda,  K Yanagihara,  H Matsumoto,  Y Ohara,  Y Yazaki,  R Sakoda
Affiliations

Affiliation

  • 1 Central Research Institute, Nissan Chemical Industries Ltd., Funabashi, Chiba, Japan. suzukimi@nissanchem.co.jp
PMID: 10571159 DOI: 10.1016/s0960-894x(99)00519-3
Abstract

First systematic chiral syntheses of two pairs of enantiomers with 3,5-dihydroxyheptenoic acid chain, associated with a potent synthetic statin NK-104 are reported. A pair of syn diol isomers (NK-104 and its enantiomer) was obtained efficiently by diastereomeric resolution. The synthesis of a pair of anti diol isomers (3-epimer and 5-epimer) was accomplished effectively by the asymmetric aldol reaction followed by anti stereoselective reduction as key steps. Their purity determinations were effected by chiral HPLC analysis.

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