Preparation of 4-fluoroazetidinones using FClO.sub.3
US4500456A · kind A · utility
25Cited by
3References
5Claims
0Family size
Assignee
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Key dates
| Filing date | Dec 27, 1982 |
| Grant date | Feb 19, 1985 |
| Priority date | — |
| Expiry date | Dec 27, 2002 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D205/085
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
4-Fluoroazetidinone antibacterial agents are provided by a process comprising the reaction of an azetidinone-4-sulfinic acid, or a salt thereof, with perchloryl fluoride (FClO.sub.3) at -80.degree. C. to -25.degree. C., e.g., p-nitrobenzyl 3-methyl-2-(2-oxo-4-sulfino-3-phenoxyacetamido-1-azetidinyl-3-butenoate is reacted with FClO.sub.3 to provide corresponding 4-fluoroazetidinone. The latter is isomerized with a tertiary amine to corresponding 2-butenoate which a carboxy group deprotection provides an antibacterial compound.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.