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Expired Canadian patentCanada

Process for preparing cis-1-carba(1-dethia)cephalosporins and intermediates therefor

CA 1332059 C · Owner: President And Fellows Of Harvard College · Inventors: Evans, David Albert; Sjogren, Eric Brian

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Abstract From the Canadian patent

The present invention provides 1-benzyl (or substituted benzyl)-3.beta.-4(S)-aryl-oxazolidin-2-one-3-yl- 4.beta.-(2-arylvinyl)azetidin-2-ones represented by the formula (1):, 1, wherein Ar is phenyl, C1-C4 alkylphenyl halophenyl, C1-, C4 alkoxyphenyl, naphthyl thienyl, furyl, benzothienyl, or benzofuryl; R is phenyl C1-C4 alkylphenyl, C1-C4, alkoxyphenyl or halophenyl; Y is -CH=CH-, or -CH2-CH2-; and R' is phenyl,C1-C4 alkoxyphenyl halophenyl furyl or, naphthyl. These compounds of Formula (1) are provided via cycloaddition of a 4(S)-aryloxazolidin-2-one-3ylacetyl halide and an imine formed with a benzylamine and a 3-arylacrolein, eg. cinnamaldehyde. The above azetidinones are useful chiral …

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Listed from its CIPO record in Patent Yard's archive of Canadian patents past their term. Its claims, description and drawings are in the CIPO record and on Google Patents, and the Claude kit works from them.

Why it's free to use

  • Granted September 20, 1994. A Canadian patent filed before October 1, 1989 lasted 17 years from grant, so its term ended September 20, 2011.
  • We check Canadian rights only. A patent in its family in another country could still be in force: check its family on Google Patents.
FiledJuly 16, 1986
GrantedSeptember 20, 1994
Term endedSeptember 20, 2011
Patent numberCA 1332059 C
Classification (IPC)C07D413/04 +2 more

Timeline

Timeline From CIPO dates

198719901993199619992002200520082011Application filedJuly 16, 1986Patent grantedSep 20, 1994Term endedSep 20, 2011

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Everything on this page comes from the CIPO record linked above. Contains information licensed under the Open Government Licence – Canada.