Resorcinol derivative as a pharmaceutically active compound and method of preparation thereof
OwnerAlan James SILCOCK, Karen Ka-Yen TSE +3inventors
InventorsAlan James SILCOCK, Karen Ka-Yen TSE, James Daniel OSBORNE, Paul Stuart HINCHLIFFE, Andrew SHARPE
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Abstract
The present invention relates to a resorcinol derivative as a pharmaceutically active compound and method of preparation thereof. Resorcinol derivatives have been used to treat various diseases and disorders. While such treatments hold promise, there remains a need in the art for more effective treatments and this has been brought about by way of the resorcinol derivative of the invention.
Claims15
A compound of formula (I), or a salt or a stereoisomer thereof:
The compound of formula (I), wherein the compound is (1′R,2′R,4′S)-4-bromo-5′-methyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,4′,6-triol.
A process for the production of a compound of formula (I) comprising the following steps:
- i) Reacting 5-bromobenzene-1,3-diol with 4-isopropenyl-1-methyl-cyclohex-2-en-1-ol;
- i) Treating the resulting compound 5-Bromo-2-[6-isopropenyl-3-methyl-cyclohex-2-en-1-yl]benzene-1,3-diol with acetic anhydride;
- iii) Treating the further resulting compound [3-Acetoxy-5-bromo-2-[6-isopropenyl-3-methyl-cyclohex-2-en-1-yl]phenyl] acetate with manganese acetate dihydrate;
- iv) Adding sodium borohydride to the subsequently further resulting compound [3-Acetoxy-5-bromo-2-[(1R,6R)-6-isopropenyl-3-methyl-4-oxo-cyclohex-2-en-1-yl]phenyl] acetate, followed by subsequent steps to produce the compound of formula (I).
An intermediate formed in the process of the production of a compound of formula (I), wherein the intermediate is:
Dependencies are inferred from the claim text.