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

The cis-3-Methyl-4-decanolides

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Photo by permission of M. Roudintska - Art & Parfum

(3S,4S)-(-)-3-Methyl-4-decanolide - Top note has a strong matured fruity smell. Middle note has a waxy and milky scent. The overall tonality is a good long lasting aroma with a strong matured fruity and a little bit of milky scent.

Also known as (4S,5S)-(-)-5-hexyl-4-methyldihydrofuran-2(3H)-one

Ref: Yoko Masuzawa, Shigeyuki Tamogami and Takeshi Kitahara, Synthesis of both enantiomers of cis-3-methyl-4-decanolide, a key component for the scent of African orchids, Natural Product Letters, 13(4), 239-246 (1999). Takeshi Kitahara & Yoko Masuzawa, Both enantiomers of cis-3-methyl-4-decanolide and their production, Japanese patent No. 2000086647, March 28, 2000 assigned to T. Hasegawa Co. Ltd. We kindly thank Mr. M. Ishikawa for providing a translation of the odor properties of the two enantiomers.

(3R,4R)-(+)-3-Methyl-4-decanolide - Top note has lactone notes with a little bit of a fatty smell. Middle note has lactone notes along with a little stimulant green scent. The overall tonality is a good long lasting aroma with lactone-like, greeny smell.

Also known as (4R,5R)-(+)-5-hexyl-4-methyldihydrofuran-2(3H)-one

Ref: Yoko Masuzawa, Shigeyuki Tamogami and Takeshi Kitahara, Synthesis of both enantiomers of cis-3-methyl-4-decanolide, a key component for the scent of African orchids, Natural Product Letters, 13(4), 239-246 (1999). Takeshi Kitahara & Yoko Masuzawa, Both enantiomers of cis-3-methyl-4-decanolide and their production, Japanese patent No. 2000086647, March 28, 2000 assigned to T. Hasegawa Co. Ltd. We kindly thank Mr. M. Ishikawa for providing a translation of the odor properties of the two enantiomers.

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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