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

The Jessemals

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(3S,4R,5S)-Jessemal - Weak, powder-waxy, slightly floral odor, in the direction of jasmine but not pronounced.

= (-)-(3S,4R,5S)-3-methyl-5-pentyltetrahydro-2H-pyran-4-yl acetate

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Sandro Maroncelli, Enzyme-Mediated Preparation of the Enantiomerically Enriched Isomers of the Odorous Tetrahydropyranyl Acetates Jasmal and Jessemal®, and Their Olfactory Evaluation, Chemistry & Biodiversity, Volume 3, Issue 6, Date: June 2006, Pages: 677-694

Jessemal is a registered trademark of International Flavors & Fragrances

(-)-(3R,4S,5R)-Jessemal - The most powerful of this series, floral-fruity, agrestic odor in the direction of jasmine with herbaceous facets.

= (+)-(3R,4S,5R)-3-methyl-5-pentyltetrahydro-2H-pyran-4-yl acetate

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Sandro Maroncelli, Enzyme-Mediated Preparation of the Enantiomerically Enriched Isomers of the Odorous Tetrahydropyranyl Acetates Jasmal and Jessemal®, and Their Olfactory Evaluation, Chemistry & Biodiversity, Volume 3, Issue 6, Date: June 2006, Pages: 677-694

Jessemal is a registered trademark of International Flavors & Fragrances

(-)-(3R,4R,5R)-Jessemal - Strong, floral-jasminic, slightly aromatic.

= (-)-(3R,4R,5R)-3-methyl-5-pentyltetrahydro-2H-pyran-4-yl acetate

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Sandro Maroncelli, Enzyme-Mediated Preparation of the Enantiomerically Enriched Isomers of the Odorous Tetrahydropyranyl Acetates Jasmal and Jessemal®, and Their Olfactory Evaluation, Chemistry & Biodiversity, Volume 3, Issue 6, Date: June 2006, Pages: 677-694

Jessemal is a registered trademark of International Flavors & Fragrances

(+)-(3S,4S,5S)-Jessemal - Very weak, slightly agrestic, fruity-floral.

= (+)-(3S,4S,5S)-3-methyl-5-pentyltetrahydro-2H-pyran-4-yl acetate

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Sandro Maroncelli, Enzyme-Mediated Preparation of the Enantiomerically Enriched Isomers of the Odorous Tetrahydropyranyl Acetates Jasmal and Jessemal®, and Their Olfactory Evaluation, Chemistry & Biodiversity, Volume 3, Issue 6, Date: June 2006, Pages: 677-694

Jessemal 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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