Process for intermediates to 1-carbapenems and 1- carbacephems
CA 1304744 C · Owner: University Of Notre Dame Du Lac · Inventors: Hsiao, Chi-Nung Willis; Miller, Marvin Joseph
Overview
Its claims, description and drawings are in the Canadian Patents Database.
Open the CIPO recordAbstract From the Canadian patent
A stereoselective process for chiral intermediates to l-carbapenum and l-carbacephalosporin antibiotics is provided, comprising the use of an N-acyl-(4R)-substituted- 1,3-thiazolidine-2-thione as a chiral auxiliary in boron enolate mediated aldol condensation with a protected-.beta.keto ester aldehyde. Benzyl 3,3-(ethylenedioxy)-4formylbutyrate is condensed with the boron enolate formed with n-butyryl (4R)-methoxycarbonyl-1,3-thiazolidine-2-thione to provide benzyl 3,3-ethylenedioxy- (5R)-hydroxy-6-(4R)-methoxycarbonyl-1,3-thiazolidine- 2-thione-3-ylcarbonyloctanoate. Displacement of the thiazolidine-2-thione chiral auxiliary moiety with an O-alkyl, O-acyl or O-aralkyl hydroxyamine provides …
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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 July 7, 1992. A Canadian patent filed before October 1, 1989 lasted 17 years from grant, so its term ended July 7, 2009.
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Timeline
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Sources & verification
Official CIPO records
Everything on this page comes from the CIPO record linked above. Contains information licensed under the Open Government Licence – Canada.