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

The 2'-ethyl-1,7,7-trimethylspirobicyclo[2.2.1]heptane-2,4'-[1,3]dioxanes

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Photo by permission of M. Roudintska - Art & Parfum

(1R,2S,2'S,4R)-2'-ethyl-1,7,7-trimethylspiro[bicyclo[2.2.1]heptane-2,4'-[1,3]dioxane] - Woody, ambery

Note - absolute configuration at the 2' position is assumed by the webmaster to be the conformationally more favorable equitorial ethyl by analogy to the 1,2',7,7-tetramethylspiro[bicyclo[2.2.1]heptane-2,4'-[1,3]dioxane]s, however the actual configuration at this position is not mentioned in the patent.

 Ref: Bajgrowicz; Jerzy A., Odorants, United States Patent 5,703,250 (December 30, 1997 )

 

(1S,2R,2'R,4S)-2'-ethyl-1,7,7-trimethylspiro[bicyclo[2.2.1]heptane-2,4'-[1,3]dioxane] - odor description of woody, ambery, fruity, agrestic, earthy/mossy, camphor, green is for the racemate

Note - absolute configuration at the 2' position is assumed by the webmaster to be the conformationally more favorable equitorial ethyl by analogy to the 1,2',7,7-tetramethylspiro[bicyclo[2.2.1]heptane-2,4'-[1,3]dioxane]s, however the actual configuration at this position is not mentioned in the patent.

 Ref: Bajgrowicz; Jerzy A., Odorants, United States Patent 5,703,250 (December 30, 1997 )

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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