(-3-ketotetrahydrofuran-2-yl) ethanal derivatives and a method for their preparation
US5684166A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Apr 4, 1996 |
| Grant date | Nov 4, 1997 |
| Priority date | — |
| Expiry date | Apr 4, 2016 |
Classification
- Technology area (CPC A)Human Necessities
- CPC primaryA61P35/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Compounds having utility in medicine in countering cellular malfunction e.g. in conditions embraced by the general term "cancer", which compounds normally exist us a keto-enol tautomeric pair, the racetalc keto form of which is rapresented by formula (Ia), wherein R is a hydrogen, lower alkyl, acyl, or another functional group of up to 6 carbons including at least one hetero atom, which atom may be directly bonded to the .beta.-carbon, which compound may be in the acylic form shown or in a cyclic form as equilibrium keto-enol tautomer derivatives and anomeric forms thereof, including enantiomers when R is hydrogen and diastereoisomers when R is another group. A method of obtaining such a compound comprises selecting an appropriate dihydrofuran having a protected primary alcohol side chain in the 2-position, subjecting the said protected alcohol side chain-substituted dihydrofuran to oxidation using a chromium-based reagent to yield the corresponding acid, subjecting said acid to iodolaetonisation conditions to yield the cis,cis,trans-trisubstituted iodo-lactone which upon displacement of the iodine provides the cis,cis,cis-tri-substituted hydroxylacetone which is capable of being r…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.