Optical isomers of derivatives of campholenic aldehyde

Details Optical isomers of derivatives of campholenic aldehyde Optical isomers of derivatives of campholenic aldehyde

C - Chemistry, Metallurgy

07

C

C07C 33/12 (2006.01) C07B 53/00 (2006.01) C07B 57/00 (2006.01) C07C 29/143 (2006.01) C07C 29/74 (2006.01) C11B 9/00 (2006.01)

Patent

CA 2220273

The present invention relates to a mixture of 1'S,2R,3S; 1'S,2S,3R and 1'S,2S,3S; 1'S,2R,3R diastereomers of (E)-3-methyl-5-(2,2,3-trimethyl- cyclopent-3-en-1-yl)pent-4-en-2-ol, a mixture of 1'R,2S,3R; 1'R,2R,3S and 1'R,2R,3R; 1'R,2S,3S diastereomers of (E)-3-methyl-5-(2,2,3-trimethylcyclo- pent-3-en-1-yl)pent-4-en-2-ol and to (1'S,2S,3R)-(E)-3-methyl-5-(2,2,3- trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol, (1'R,2S,3R)-(E)-3-methyl-5-(2,2,3- trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol and to a process for the manufacture of these compounds or mixtures. Further, the invention is related to any isomer mixture of (E)-3-methyl-5-(2,2,3-trimethylcyclopent-3- en-1-yl)pent-4-en-2-ol enriched in one or both of the compounds or mixtures, especially to an odorant composition containing any isomer mixture of (E)-3- methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol enriched in one or both of the above compounds or mixtures, and to the use of any one of the compounds or mixtures as odorants.

La présente invention concerne un mélange des diastéréoisomères 1'S,2R,3S; 1'S,2S,3R et 1'S,2S,3S; 1'S,2R,3R du (E)-3-méthyl-5-(2,2,3-triméthyl- cyclopent-3-én-1-yl)pent-4-én-2-ol, un mélange des diastéréoisomères 1'R,2S,3R; 1'R,2R,3S et 1'R,2R,3R; 1'R,2S,3S du (E)-3-méthyl-5-(2,2,3-triméthyl-cyclopent-3-én-1-yl)pent-4-én-2-ol et le (1'S,2S,3R)-(E)-3-méthyl-5-(2,2,3-triméthylcyclopent-3-én-1-yl)pent-4-én-2-ol, le (1'R,2S,3R)-(E)-3-méthyl-5-(2,2,3- triméthylcyclopent-3-én-1-yl)pent-4-én-2-ol ainsi qu'un procédé pour la fabrication de ces composés ou mélanges. De plus, l'invention concerne tout mélange d'isomères du (E)-3-méthyl-5-(2,2,3-triméthyl-cyclopent-3-én-1-yl)pent-4-én-2-ol enrichi avec un ou les deux composés ou mélanges ci-dessus, surtout une composition odorante contenant tout mélange d'isomères du (E)-3-méthyl-5-(2,2,3-triméthylcyclopent-3-én-1-yl)pent-4-én-2-ol enrichi avec un ou les deux composés ou mélanges ci-dessus, ainsi que l'utilisation de n'importe quel des composés ou mélanges comme matière odorante.

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