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Absolute configuration and anti-hypercholesterolemic activity of (+)- and (−)-4-(2,6-dimethylheptyl)benzoic acids

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Abstract

The biologically inactive (+)-enantiomer of 4-(2,6-dimethylheptyl)benzoic acid was converted into the known (R)-3,7-dimethyloctanol withee≥96% by ozonolysis followed by a two-step reduction of the ozonide. This confirmed theR configuration of the starting acid, theS configuration of its biologically active levorotatory antipode, and the absolute configurations assigned to their synthetic precursors.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation

    G. D. Gamalevich, A. L. Vlasyuk & E. P. Serebryakov

  2. Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory, 119899, Moscow, Russian Federation

    V. A. Voblikova

Authors
  1. G. D. Gamalevich
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  2. A. L. Vlasyuk
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  3. V. A. Voblikova
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  4. E. P. Serebryakov
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Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1316–1318, July, 2000.

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Gamalevich, G.D., Vlasyuk, A.L., Voblikova, V.A. et al. Absolute configuration and anti-hypercholesterolemic activity of (+)- and (−)-4-(2,6-dimethylheptyl)benzoic acids. Russ Chem Bull 49, 1313–1315 (2000). https://doi.org/10.1007/BF02495782

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  • DOI: https://doi.org/10.1007/BF02495782

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