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US 12,084,699 B2Granted
Solid form of (−)-Ambrox formed by a bioconversion of homofarnesol in the presence of a biocatalyst
AssigneeGivaudan SA
InventorsGhislain Sanhaji, Alix Rousseaux, Sandrine Noel, Eric Eichhorn
Life of this patent
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Abstract
A solid form of (−)-Ambrox formed by a bioconversion process.
Claims15
A method of preparing a solid form of (−)-Ambrox of formula (I)
- wherein the solid form of (−)-Ambrox is formed by a bioconversion process;
- said method comprising the steps of:
- I) forming crystalline (−)-Ambrox in a bioconversion medium by means of a biocatalytic process;
- II) separating the crystalline (−)-Ambrox from the bioconversion medium;
- wherein the bioconversion medium obtained from the bioconversion process comprises a solid phase containing crude (−)-Ambrox, a liquid phase or phases consisting of water and an oily phase containing residual homofarnesol and other oily or oil-soluble impurities or by-products (II), (III) and (IV) present in the oily phase;
- wherein the bioconversion process is an enzyme-catalyzed cyclization of homofarnesol comprising a mixture of 7E,3E and 7E,3Z isomers of homofarnesol wherein the cyclization reaction is carried out in the presence of an SHC biocatalyst capable of bioconverting a homofarnesol mixture enriched in the 7E,3E isomer to (−)-Ambrox, wherein in the presence of appreciable amounts of homofarnesol, (−)-Ambrox and the by-products remain dissolved together;
- and wherein a reduction in the level of unreacted homofarnesol in admixture with (−)-Ambrox and the compounds (II), (III) and (IV) results in crystallization of (−)-Ambrox and facilitates downstream processing and isolation and/or purification of (−)-Ambrox in a solid form from the bioconversion medium.
4 more elements
Dependencies are inferred from the claim text.