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

The Javanols

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Photo by permission of M. Roudintska - Art & Parfum

(1'S,1''S,2'S,3''R,5''R)-Javanol - sandalwood, creamy, warm, strong

= ((1S,2S)-1-methyl-2-(((1S,3R,5R)-1,2,2-trimethylbicyclo[3.1.0]hexan-3-yl)methyl)cyclopropyl)methanol

Also known as (1'S,1''S,2'S,3''R,5''R)-[1-Methyl-2-(1,2,2-trimethyl-bicyclo[3.1.0]hex-3-ylmethyl)-cyclopropyl]-methanol

Ref: J.A. Bajgrowicz and G. Frater, U.S. Patent No. 6,235,943 B1, May 22, 2001

Note: The patent indicates that the configurational assignments at positions 1' & 2' are tentative.

Javanol is a tradename of Givaudan for a product that is predominately a mixture of the 3''R-isomers

(1'R,1''R,2'R,3''S,5''S)-Javanol - lactonic, lily of the valley

= ((1R,2R)-1-methyl-2-(((1R,3S,5S)-1,2,2-trimethylbicyclo[3.1.0]hexan-3-yl)methyl)cyclopropyl)methanol

Also known as (1'R,1''R,2'R,3''S,5''S)-[1-Methyl-2-(1,2,2-trimethyl-bicyclo[3.1.0]hex-3-ylmethyl)-cyclopropyl]-methanol

Ref: J.A. Bajgrowicz and G. Frater, U.S. Patent No. 6,235,943 B1, May 22, 2001

Note: The patent indicates that the configurational assignments at positions 1' & 2' are tentative.

(1'R,1''S,2'R,3''R,5''R)-Javanol - lactonic, with a sandalwood aspect

= ((1R,2R)-1-methyl-2-(((1S,3R,5R)-1,2,2-trimethylbicyclo[3.1.0]hexan-3-yl)methyl)cyclopropyl)methanol

Also known as (1'R,1''S,2'R,3''R,5''R)-[1-Methyl-2-(1,2,2-trimethyl-bicyclo[3.1.0]hex-3-ylmethyl)-cyclopropyl]-methanol

Ref: J.A. Bajgrowicz and G. Frater, U.S. Patent No. 6,235,943 B1, May 22, 2001

Note: The patent indicates that the configurational assignments at positions 1' & 2' are tentative.

Javanol is a tradename of Givaudan for a product that is predominately a mixture of the 3''R-isomers

(1'S,1''R,2'S,3''S,5''S)-Javanol - floral, rosy, milky, sandalwood

= ((1S,2S)-1-methyl-2-(((1R,3S,5S)-1,2,2-trimethylbicyclo[3.1.0]hexan-3-yl)methyl)cyclopropyl)methanol

Also known as (1'S,1''R,2'S,3''S,5''S)-[1-Methyl-2-(1,2,2-trimethyl-bicyclo[3.1.0]hex-3-ylmethyl)-cyclopropyl]-methanol

Ref: J.A. Bajgrowicz and G. Frater, U.S. Patent No. 6,235,943 B1, May 22, 2001

Note: The patent indicates that the configurational assignments at positions 1' & 2' are tentative.

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

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