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

The Ethyl methylglycidates

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(2S,3S)-Ethyl methylphenylglycidate - Strawberry like odor

= (+)-ethyl (2S,3S)-3-methyl-3-phenyloxirane-2-carboxylate

Ref: Mosandl, A., and G. Heusinger. "Stereoisomers of fruit flavour substances–some aspects of synthesis and analysis." Analysis of Volatiles: Methods-Applications. Walter de Gruyter, New York (1984): 343-357.

(-)-(2R,3R)-Ethyl methylphenylglycidate - faint fruity odor, unspecific

= (-)-(2R,3R)-ethyl 3-methyl-3-phenyloxirane-2-carboxylate

Ref: Mosandl, A., and G. Heusinger. "Stereoisomers of fruit flavour substances–some aspects of synthesis and analysis." Analysis of Volatiles: Methods-Applications. Walter de Gruyter, New York (1984): 343-357.

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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