Process for dehydrogenation of azaandros tane compounds
AssigneeRichter Gedeon Vegyeszeti Gyar Rt.
InventorsKatalin Olasz, Agnes Pecsne Razso, Istvan Bartho, Monika Berta Herine, Tamas Devenyi, Gabor Hantos
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Abstract
The invention relates to a process for the production of compounds of general formula (I), wherein R1 is a —NH-tert-butyl group or a 4-methyl-piperidino group, by bioconversion of compounds of general formula (II), wherein R1 is as described above, using a biocatalyst having steroid-Δ1-dehydrogenase enzyme activity, wherein the activity of the enzyme needed for the bioconversion is produced by induction. 1
Claims32
A method for producing a compound of formula I
- 3
- wherein R1 is —NH-tert-butyl or 4-methyl-piperidino;
- comprising the steps of:
- a) preparing a culture of a biocatalyst or an extract of a biocatalyst;
- b) adding to the culture or extract an inducer of steroid-Δ1-dehydrogenase activity;
- c) adding to the culture or extract an electron carrier, a stabilizer, and a compound of formula II;
- 4
- and
- d) incubating the culture or extract for a time sufficient for bioconversion of the compound of formula II to the compound of formula I to occur.
A method for producing a compound of formula I
- 5
- wherein R1 is —NH-tert-butyl or 4-methyl-piperidino;
- comprising the steps of:
- a) preparing a culture of a biocatalyst or an extract of a biocatalyst, wherein said culture or extract has a volume of at least about 1 L;
- b) adding to the culture or extract an inducer of steroid-Δ1-dehydrogenase activity;
- c) adding to the culture or extract an electron carrier, a complexing agent or emulsifier, and a compound of formula II;
- 6
- and
- d) incubating the culture or extract for a time sufficient for bioconversion of the compound of formula II to the compound of formula I to occur.
A method for producing a compound of formula I
- 7
- wherein R1 is —NH-tert-butyl or 4-methyl-piperidino;
- comprising the steps of:
- a) preparing a culture of Arthrobacter simplex;
- b) adding to the culture hydrocortisone as an inducer of steroid-Δ1-dehydrogenase activity;
- c) adding to the culture 13-ethyl-10,11α-dihydroxy-gon-4-ene-3,17-dione as a stabilizer, menadione bisulfite as an electron carrier, hydroxypropyl-β-cyclodextrin as a complexing agent, and a compound of formula II;
- 8
- and
- d) incubating the culture for a time sufficient for bioconversion of the compound of formula II to the compound of formula I to occur.
Dependencies are inferred from the claim text.