A Short Method for the Synthesis of Alpha-Tocopherol Side Chain

Authors

  • Alireza Badiei Department of Chemistry, Faculty of Sciences, University of Tehran, Tehran, I.R. IRAN
  • Robert Chenevert Department de Chimie, Faculte des Sciences et de genie, Universite Laval, Quebec, G1K 7P4, CANADA
Abstract:

The enzymatic hydrolysis of meso-1,7-diacetoxy-2,6-dimethylheptane 5, prepared from 2,6-dimethylhepta-1,6-diene 6, gave the (2S,6R)-7-acetoxy-2,6-dimethyl-1-heptanol 1, which was transformed to the (2R,6R)-2,6,10-trimethyl-1-undecanol 7. In this manner, the C14 side chain of a-Tocopherol was synthesized from 2,6-dimethylhepta-1,6-diene 6 in only 5 steps.

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a short method for the synthesis of alpha-tocopherol side chain

the enzymatic hydrolysis of meso-1,7-diacetoxy-2,6-dimethylheptane 5, prepared from 2,6-dimethylhepta-1,6-diene 6, gave the (2s,6r)-7-acetoxy-2,6-dimethyl-1-heptanol 1, which was transformed to the (2r,6r)-2,6,10-trimethyl-1-undecanol 7. in this manner, the c14 side chain of a-tocopherol was synthesized from 2,6-dimethylhepta-1,6-diene 6 in only 5 steps.

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Journal title

volume 26  issue 4

pages  1- 10

publication date 2007-12-01

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