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Paper | Regular issue | Vol 43, No. 5, 1996, pp.1057-1071
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7432
Synthetic Building Blocks Containing the 1,2-Diazine Moiety: N- and O-Protected 3-(4-Pyridazinyl)isoserines

Gottfried Heinisch,* Thierry Langer, Jacques Tonnel, Kurt Mereiter, and Klaus Wurst

*Institute of Pharmaceutical Chemistry, University of Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria

Abstract

The synthesis of pyridazinylglycidates and pyridazinylimines as potential precursors of pyridazinylisoserine derivatives, is described. Reaction of the imines (6a,b) with α-silyloxyketene acetals in the presence of zinc chloride led to isoserine derivatives (7a,b) and (8a,b). The mixtures of diastereoisomers obtained were separated and configurations were determined by X ray analysis.