Propanol derivatives and perfumes containing the same

Abstract

An optically active 3-[6(S)-2,2,6-trimethylcyclohexan-1-yl]propanol derivative represented by formula (I): wherein R 1 represents a lower alkyl group, and a perfume containing the same as an active ingredient are disclosed.

What is claimed is:  
     
       1. An optically active 3-[6(S)-2,2,6-trimethylcyclohexan-1-yl]propanol derivative represented by formula (I):                    
       wherein R 1  represents a lower alkyl group. 
     
     
       2. A perfume composition comprising an optically active 3-[6(S)-2,2,6-trimethylcyclohexan-1-yl]propanol derivative represented by formula (I):                    
       wherein R 1  represents a lower alkyl group, as an active ingredient. 
     
     
       3. A perfume composition as in claim  2 , wherein said optically active 3-[6(S)-2,2,6-trimethylcyclohexan-1-yl]-propanol derivative represented by formula (I) is present in an amount of from 0.0001 to 50% by weight. 
     
     
       4. A perfume composition as in claim  3 , wherein said optically active 3-[6(S)-2,2,6-trimethylcyclohexan-1-yl]propanol derivative represented by formula (I) is present in an amount of from 0.001 to 20% by weight. 
     
     
       5. A perfume composition comprising a compound represented by formula (I) as an active ingredient, wherein 95% or more of said compound represented by formula (I) is in the trans-form: 
       an optically active 3-[6(S)-2,2,6-trimethyl-cyclohexan-1-yl]propanol derivative represented by formula (I):                    
       wherein R 1  represents a lower alkyl group. 
     
     
       6. A perfume composition comprising a compound represented by formula (I) as an active ingredient, wherein 95% or more of said compound represented by formula (I) is in the trans form and has an optical purity of 98% ee or more: 
       an optically active 3-[6(S)-2,2,6-trimethyl-cyclohexane-1-yl]propanol derivative represented by formula (I):                    
       wherein R 1  represents a lower alkyl group. 
     
     
       7. A perfume composition comprising a compound represented by formula (I) as an active ingredient, wherein 95% or more of said compound represented by formula 91) is in the trans form: 
       an optically active 3-[6(S)-2,2,6-trimethyl-cyclohexan-1-yl]propanol derivative represented by formula (I):                    
       wherein R 1  represents an ethyl group, an n-propyl group, an n-butyl group or an isobutyl group. 
     
     
       8. A perfume composition comprising a compound represented by formula (I) as an active ingredient, wherein 95% or more of said compound represented by formula (I) is in the trans form and has an optical purity of 98% ee: 
       an optically active 3-[6(S)-2,2,6-trimethylcyclohexan-1-yl]propanol derivative represented by formula (I):                    
       wherein R 1  represents an ethyl group, an n-propyl group, an n-butyl group or an isobutyl group. 
     
     
       9. A perfume composition comprising a compound represented by formula (I) as an active ingredient, wherein 95% or more of said compound represented by formula (I) is in the trans form and is obtained from 1-methoxycitronellal having an optical purity of 98% ee: 
       an optically active 3-[6(S)-2,2,6-trimethyl-cyclohexan-1-yl]propanol derivative represented by formula (I):                    
       wherein R 1  represents a lower alkyl group. 
     
     
       10. A perfume composition comprising a mixture of two compounds represented by formula ( I )  as an active ingredient, wherein  95   %  or more of said compounds represented by formula  ( I )  are in the trans form with the cis form being present in an amount in combination with said  95   %  or more of said trans form to impart an amber fragrance to said perfume composition, said compound represented by formula  ( I )  having an optical purity of  98   %  ee or more,                      
         wherein  5   %  or less of said compounds represented by formula  ( I )  are in the cis form and R   1    represents an ethyl, n - propyl, n - butyl or isobutyl group.   
     
     
       11. A perfume composition as claimed in claim  10 , wherein the ratio of the compounds having the trans form and the compounds having the cis form ranges from  95 / 5 - 95 . 3 / 4 . 7  by weight. 
     
     
       12. The perfume composition of claim  10  wherein R 1    is ethyl.   
     
     
       13. The perfume composition of claim  10  wherein R 1    is n - propyl.   
     
     
       14. The perfume composition of claim  10  wherein R 1    is isobutyl.