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US 2019/0144899 A1Published application
Enzymatic cyclization of homofarnesylic acid
AssigneeBASF SE
InventorsMichael BREUER, Wolfgang SIEGEL, Stefan RUEDENAUER, Ralf PELZER
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Abstract
The present invention relates to processes for the preparation of sclareolide and related compounds by the biocatalytic cyclization of polyunsaturated carboxylic acid compounds, in particular of homofarnesylic acid and related compounds; and to a process for the preparation of ambroxide via the biocatalytic cyclization of homofarnesylic acid to sclareolide.
Claims13
-12. (canceled)
A process for the preparation of 3a,6,6,9a-tetramethyldodecahydronaphto[2,1-b]furan (ambroxide), wherein
- a) homofarnesylic acid of the formula Ia
- is converted into sclareolide of the formula IIa
- wherein homofarnesylic acid of the formula Ia is brought into contact with a squalene-hopene cyclase (SHC), which is capable of cyclizing a polyunsaturated carboxylic acid, in particular homofarnesylic acid;
- wherein the SHC is produced from the transgenic SHC-overexpressing strain E. coli LU 15568;
- b) sclareolide of the formula IIa from step a) is reduced chemically to ambroxidol, and
- c) ambroxidol from step b) is cyclized chemically to ambroxide.
3 more elements
Dependencies are inferred from the claim text.