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

Clarycet®

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(2R,4S)-Clarycet® - Fruity, rosy, rose ketone, good, touch earthy, dry, sweet, woody, sage, dry down floral-sage. [Purity of 97%; ~97% ee]

= (+)-(2R,4S)-4-methyl-2-propyltetrahydro-2H-pyran-4-yl acetate

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, and Enrica Zardoni, Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet® , Florol® , and Rhubafuran® by Enzymatic Catalysis, Helv. Chim. Acta, Vol. 87, 765-780 (2004)

Clarycet® is a registered trademark of International Flavors & Fragrances

(-)-(2S,4R)-Clarycet® - Floral, agrestic, fruity, touch acetic-green-tobacco, dry down slightly fruity, but very weak. [Purity of 95%; 80% ee]

= (-)-(2S,4R)-4-methyl-2-propyltetrahydro-2H-pyran-4-yl acetate

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, and Enrica Zardoni, Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet® , Florol® , and Rhubafuran® by Enzymatic Catalysis, Helv. Chim. Acta, Vol. 87, 765-780 (2004)

Clarycet® is a registered trademark of International Flavors & Fragrances

(-)-(2S,4S)-Clarycet® - Green, fresh, earthy, fruity (sage), dry down odorless. [Purity of 95%; 80% ee]

= (-)-(2S,4S)-4-methyl-2-propyltetrahydro-2H-pyran-4-yl acetate

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, and Enrica Zardoni, Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet® , Florol® , and Rhubafuran® by Enzymatic Catalysis, Helv. Chim. Acta, Vol. 87, 765-780 (2004)

Clarycet® is a registered trademark of International Flavors & Fragrances

(+)-(2R,4R)-Clarycet® - Pine, pine oil, terpenic, woody, dry down dusty dirty. [Purity of 94%; ~88% ee]

= (+)-(2R,4R)-4-methyl-2-propyltetrahydro-2H-pyran-4-yl acetate

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, and Enrica Zardoni, Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet® , Florol® , and Rhubafuran® by Enzymatic Catalysis, Helv. Chim. Acta, Vol. 87, 765-780 (2004)

Clarycet® is a registered trademark of International Flavors & Fragrances

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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