Synthesis of swainsonine salts

C - Chemistry – Metallurgy – 07 – D

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C07D 471/04 (2006.01) A61K 31/435 (2006.01) C07D 209/00 (2006.01) C07D 221/00 (2006.01) C07D 317/00 (2006.01) C07D 317/30 (2006.01) C07D 491/14 (2006.01)

Patent

CA 2307595

A method for synthesizing swainsonine salts and intermediates thereof comprising subjecting a compound of formula (I) wherein R2 and R2' are the same or different and represent alkyl, halogen, alkenyl, alkoxy, cycloalkyl or aryl, to acid hydrolysis in the presence of a C1-4alkanol to obtain a crystalline salt of swainsonine; and optionally, recrystallizing the swainsonine salt from a C1-4alkanol. The reaction may be used in combination with one or more additional reaction steps.

Procédé servant à effectuer la synthèse de sels de swainsonine et de leurs intermédiaires et consistant à soumettre un composé représenté par la formule (I) dans laquelle R?2¿ et R?2'¿ sont semblables ou différents et représentent alkyle, halogène, alkényle, alkoxy, cycloalkyle ou aryle, à une hydrolyse acide en présence d'un alkanol C¿1?-C¿4? afin d'obtenir un sel cristallin de swainsonine; et, éventuellement, à recristalliser le sel de swainsonine depuis un alkanol C¿1?-C¿4?. On peut mettre en application cette réaction en combinaison avec une ou plusieurs étapes réactionnelles supplémentaires.

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