Structure-activity relationships of sandalwood odorants: synthesis and odor of tricyclo beta-santalol.
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.
Buchbauer
Gerhard
G
Department of Pharmaceutical Chemistry, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria. gerhard.buchbauer@univie.ac.at
Stappen
Iris
I
Pretterklieber
Claudia
C
Wolschann
Peter
P
D006801:Humans; D015394:Molecular Structure; D009812:Odorants; D000081223:Polycyclic Sesquiterpenes; D032123:Santalum / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
C496325:2-methyl-5-tricyclo(5.2.1.o(2',6'))dec-2'-yl-2-pentenol; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes