The delta-Octathionolactones

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

The 3-methylcyclopentadec-5-en-1-ones (The Muscenones)

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Photo by permission of M. Roudintska - Art & Parfum

(-)-(3R,5Z)-3-methylcyclopentadec-5-en-1-one - Strong and pure smell of musk with some sweaty notes. Also described as strongly musky with nitromusk aspects. It should be noted that the most precious isomers of the perfume component “Muscenone” (Firmenich SA) are the (Z)- and (E)-5-muscenones. The (Z)-isomer is particularly appreciated for its better top note and its nitromusk character..

Ref: Masamichi Ito, Hirosuke Yokishiwa & Takeshi Kitahara, Optically active 3-methyl-5-cyclopentadecen-1-one, Method for producing the same, New intermediate and perfume composition, Japanese Patent Publication No. 2002030022 ( January 29, 2002); Charles Fehr, José Galindo, Olivier Etter, An Efficient Enantioselective Synthesis of (+)-(R,Z)-5-Muscenone and (-)-(R)-Muscone - An Example of a Kinetic Resolution and Enantioconvergent Transformation, Eur. J. of Org. Chem., Volume 2004 Issue 9, Pages 1953 - 1957 (2004)

Caution: A portion of the aroma descriptions was generated in large part by computer translation at the Japanese Patent Office website and in actuality may differ slightly from that given here.

(+)-(3S,5Z)-3-methylcyclopentadec-5-en-1-one - Weak musk with a little woody feeling

Ref: Masamichi Ito, Hirosuke Yokishiwa & Takeshi Kitahara, Optically active 3-methyl-5-cyclopentadecen-1-one, Method for producing the same, New intermediate and perfume composition, Japanese Patent Publication No. 2002030022 ( January 29, 2002); Charles Fehr, José Galindo, Olivier Etter, An Efficient Enantioselective Synthesis of (+)-(R,Z)-5-Muscenone and (-)-(R)-Muscone - An Example of a Kinetic Resolution and Enantioconvergent Transformation, Eur. J. of Org. Chem., Volume 2004 Issue 9, Pages 1953 - 1957 (2004)

Caution: The aroma description was generated in large part by computer translation at the Japanese Patent Office website and in actuality may differ slightly from that given here.

(-)-(3R,5E)-3-methylcyclopentadec-5-en-1-one - Strong and pure smell of musk

Ref: Masamichi Ito, Hirosuke Yokishiwa & Takeshi Kitahara, Optically active 3-methyl-5-cyclopentadecen-1-one, Method for producing the same, New intermediate and perfume composition, Japanese Patent Publication No. 2002030022 ( January 29, 2002); Charles Fehr, José Galindo, Olivier Etter, An Efficient Enantioselective Synthesis of (+)-(R,Z)-5-Muscenone and (-)-(R)-Muscone - An Example of a Kinetic Resolution and Enantioconvergent Transformation, Eur. J. of Org. Chem., Volume 2004 Issue 9, Pages 1953 - 1957 (2004)

Caution: The aroma description was generated in large part by computer translation at the Japanese Patent Office website and in actuality may differ slightly from that given here.

 

 

(+)-(3S,5E)-3-methylcyclopentadec-5-en-1-one - Weak musk with a little woody feeling

Ref: Masamichi Ito, Hirosuke Yokishiwa & Takeshi Kitahara, Optically active 3-methyl-5-cyclopentadecen-1-one, Method for producing the same, New intermediate and perfume composition, Japanese Patent Publication No. 2002030022 ( January 29, 2002); Charles Fehr, José Galindo, Olivier Etter, An Efficient Enantioselective Synthesis of (+)-(R,Z)-5-Muscenone and (-)-(R)-Muscone - An Example of a Kinetic Resolution and Enantioconvergent Transformation, Eur. J. of Org. Chem., Volume 2004 Issue 9, Pages 1953 - 1957 (2004)

Caution: The aroma description was generated in large part by computer translation at the Japanese Patent Office website and in actuality may differ slightly from that given here.

 

 

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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