Chirality & Odour Perception
John C. Leffingwell, Ph.D.

The Mugetanols

You must have Java installed to view the molecular visualization on this page

Photo by permission of M. Roudintska - Art & Parfum

c

(-)-1-(R)-cis-Mugetanol - strong muguet (Lily of the Valley) aspect. Strongest of the mugetanol diastereomers.

= (-)-1-(R)-(cis-4-Isopropylcyclohexyl)ethanol

Ref: Karen Jenner, The Search for New Fragrance Ingredients in The chemistry of fragrances: from perfumer to consumer, 2d. Edition, Charles Sell, Ed., Royal Society of Chemistry, Cambridge, UK, 2006, pp. 280-282; Pelzer R, Harder U, Krempel A, Sommer H, Surburg H & Hoever P (1993). Synthesis of New Floral Fragrances Supported by Molecular Modelling. In Recent Developments in Flavor and Fragrance Chemistry. (R Hopp & K Mori Eds.) Weinheim, New York. 29-67.

Note* - The absolute configuration of the enantiomers was extrapolated from the work of Gizelle A.B. Vieira, Telma L.G. Lemos, Marcos Carlos de Mattos, Maria da Conceicão F. de Oliveira, Vânia M.M. Melo, Gonzalo de Gonzalo, Vicente Gotor-Fernández, Vicente Gotor, Chemoenzymatic synthesis of optically active Mugetanol isomers: use of lipases and oxidoreductases in fragrance chemistry, Tetrahedron: Asymmetry, Volume 20, Issue 2, 12 February 2009, Pages 214-219; However, in our opinion, these need further corroboration.

c

 

(+)-1-(S)-cis-Mugetanol - weak muguet (Lily of the Valley) aspect.

(+)-1-(S)-(cis-4-Isopropylcyclohexyl)ethanol

Ref: Karen Jenner, The Search for New Fragrance Ingredients in The chemistry of fragrances: from perfumer to consumer, 2d. Edition, Charles Sell, Ed., Royal Society of Chemistry, Cambridge, UK, 2006, pp. 280-282; Pelzer R, Harder U, Krempel A, Sommer H, Surburg H & Hoever P (1993). Synthesis of New Floral Fragrances Supported by Molecular Modelling. In Recent Developments in Flavor and Fragrance Chemistry. (R Hopp & K Mori Eds.) Weinheim, New York. 29-67.

Note* - The absolute configuration of the enantiomers was extrapolated from the work of Gizelle A.B. Vieira, Telma L.G. Lemos, Marcos Carlos de Mattos, Maria da Conceicão F. de Oliveira, Vânia M.M. Melo, Gonzalo de Gonzalo, Vicente Gotor-Fernández, Vicente Gotor, Chemoenzymatic synthesis of optically active Mugetanol isomers: use of lipases and oxidoreductases in fragrance chemistry, Tetrahedron: Asymmetry, Volume 20, Issue 2, 12 February 2009, Pages 214-219; However, in our opinion, these need further corroboration.

c

(-)-1-(R)-trans-Mugetanol - weak muguet (Lily of the Valley) aspect.

(-)-1-(R)-(trans-4-Isopropylcyclohexyl)ethanol

Ref: Karen Jenner, The Search for New Fragrance Ingredients in The chemistry of fragrances: from perfumer to consumer, 2d. Edition, Charles Sell, Ed., Royal Society of Chemistry, Cambridge, UK, 2006, pp. 280-282; Pelzer R, Harder U, Krempel A, Sommer H, Surburg H & Hoever P (1993). Synthesis of New Floral Fragrances Supported by Molecular Modelling. In Recent Developments in Flavor and Fragrance Chemistry. (R Hopp & K Mori Eds.) Weinheim, New York. 29-67.

Note* - The absolute configuration of the enantiomers was extrapolated from the work of Gizelle A.B. Vieira, Telma L.G. Lemos, Marcos Carlos de Mattos, Maria da Conceicão F. de Oliveira, Vânia M.M. Melo, Gonzalo de Gonzalo, Vicente Gotor-Fernández, Vicente Gotor, Chemoenzymatic synthesis of optically active Mugetanol isomers: use of lipases and oxidoreductases in fragrance chemistry, Tetrahedron: Asymmetry, Volume 20, Issue 2, 12 February 2009, Pages 214-219; However, in our opinion, these need further corroboration.

c
c

(+)-1-(S)-trans-Mugetanol - weak muguet (Lily of the Valley) aspect.

(+)-1-(S)-(trans-4-Isopropylcyclohexyl)ethanol

Ref: Karen Jenner, The Search for New Fragrance Ingredients in The chemistry of fragrances: from perfumer to consumer, 2d. Edition, Charles Sell, Ed., Royal Society of Chemistry, Cambridge, UK, 2006, pp. 280-282; Pelzer R, Harder U, Krempel A, Sommer H, Surburg H & Hoever P (1993). Synthesis of New Floral Fragrances Supported by Molecular Modelling. In Recent Developments in Flavor and Fragrance Chemistry. (R Hopp & K Mori Eds.) Weinheim, New York. 29-67.

Note* - The absolute configuration of the enantiomers was extrapolated from the work of Gizelle A.B. Vieira, Telma L.G. Lemos, Marcos Carlos de Mattos, Maria da Conceicão F. de Oliveira, Vânia M.M. Melo, Gonzalo de Gonzalo, Vicente Gotor-Fernández, Vicente Gotor, Chemoenzymatic synthesis of optically active Mugetanol isomers: use of lipases and oxidoreductases in fragrance chemistry, Tetrahedron: Asymmetry, Volume 20, Issue 2, 12 February 2009, Pages 214-219; However, in our opinion, these need further corroboration.

c
Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

HOME

Copyright 2001-2002 - Leffingwell & Associates