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US 8,883,468 B2Granted
1-hydroxy-octahydroazulenes as fragrances
AssigneeGivaudan SA
InventorsBoris Schilling, Thierry Granier, Esther Locher
Life of this patent
Estimating the term…
Abstract
(3S,5R)-3,8-dimethyl-5-(prop-1-en-2-yl)-octahydroazulen-1-ols, their use as flavor or fragrance ingredient, and a process of their production by oxidation in the presence of laccase.
Claims10
A process of producing a compound of formula (I)
- wherein the dotted line together with the carbon-carbon bond between C-3a and C-8a represents a double bond and the dotted line together with carbon-carbon bond between C-8a and C-8 represents a single bond, and C-3 and C-8 are (S)-configurated, and C-5 is (R)-configurated;
- or
- the dotted line together with the carbon-carbon bond between C-8 and C-8a represents a double bond and the dotted line together with carbon-carbon bond between C-3a and C-8a represents a single bond, and C-3 and C-3a are (S)-configurated, and C-5 is (R)-configurated;
- by reacting laccase and a material comprising α-guaiene and/or α-bulnesene in the presence of an oxygen source to form the compound of formula (I).
1 more element
A compound of formula (I)
- wherein the dotted line together with the carbon-carbon bond between C-3a and C-8a represents a double bond and the dotted line together with carbon-carbon bond between C-8a and C-8 represents a single bond, and wherein C-3 and C-8 are (S)-configurated, and C-5 is (R)-configurated.
A flavour or fragrance composition comprising a compound of formula (I)
- wherein the dotted line together with the carbon-carbon bond between C-3a and C-8a represents a double bond and the dotted line together with carbon-carbon bond between C-8a and C-8 represents a single bond, and C-3 and C-8 are (5)-configurated, and C-5 is (R)-configurated;
- or
- the dotted line together with the carbon-carbon bond between C-8 and C-8a represents a double bond and the dotted line together with carbon-carbon bond between C-3a and C-8a represents a single bond, and C-3 and C-3a are (S)-configurated, and C-5 is (R)-configurated;
- obtainable through the process by reacting patchouli oil or a light fraction of patchouli oil and laccase in the presence of an oxygen source.
1 more element
A flavour or fragrance application comprising
- a) a compound of formula (I)
- wherein the dotted line together with the carbon-carbon bond between C-3a and C-8a represents a double bond and the dotted line together with carbon-carbon bond between C-8a and C-8 represents a single bond, and C-3 and C-8 are (S)-configurated, and C-5 is (R)-configurated;
- or
- the dotted line together with the carbon-carbon bond between C-8 and C-8a represents a double bond and the dotted line together with carbon-carbon bond between C-3a and C-8a represents a single bond, and C-3 and C-3a are (5)-configurated, and C-5 is (R)-configurated;
- and
- b) a consumer product base.
3 more elements
Dependencies are inferred from the claim text.