Structure-activity relationships of sandalwood odorants: synthesis and odor of tricyclo beta-santalol

Eur J Med Chem. 2004 Dec;39(12):1039-46. doi: 10.1016/j.ejmech.2004.09.014.

Abstract

In a series of structure-odor relationship investigations the synthesis of a new tricyclic beta-santalol derivative is described. The product of a multistep synthesis appears in an olfactive evaluation more or less odorless, may be slightly creamy but definitely with no sandalwood odor. This modification with a bulky aliphatic bridge in the neighborhood of the quaternary C3-atom demonstrated the sensitivity of sandalwood odor on the structure of beta-santalol analogues.

MeSH terms

  • Humans
  • Molecular Structure
  • Odorants*
  • Polycyclic Sesquiterpenes
  • Santalum / chemistry*
  • Sesquiterpenes / chemical synthesis
  • Sesquiterpenes / chemistry*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • 2-methyl-5-tricyclo(5.2.1.o(2',6'))dec-2'-yl-2-pentenol
  • Polycyclic Sesquiterpenes
  • Sesquiterpenes