Process for the preparation of 3-amino-2-hydroxy-1-propyl...

C - Chemistry – Metallurgy – 07 – C

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C07C 217/30 (2006.01) C07C 213/02 (2006.01) C07C 213/04 (2006.01) C07C 231/12 (2006.01) C07C 235/34 (2006.01) C07D 209/08 (2006.01) C07D 215/20 (2006.01) C07D 303/08 (2006.01) C07D 303/16 (2006.01) C07D 303/22 (2006.01) C07D 405/12 (2006.01) C07C 217/28 (2006.01)

Patent

CA 2263268

The present invention is directed to a process for preparation of 3-amino-2-hydroxy-1-propyl ether of the formula (see formula 4) wherein R1 is substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsbstituted heterocyclic ring, R2 and R3 are the same or different and represent a hydrogen atom, a substituted or unsubstituted alkyl, or may form a ring together with an adjacent nitrogen atom, which ring may be interrupted with nitrogen atom, oxygen atom or sulfur atom, which is characterized by reacting an epoxy compound of the formula (see formula 1) wherein X is halogen, in the presence of a fluoride salt, with an alcohol and then reacting an amine. According to the above method, intermediates for synthesis of medicines are obtained in good yield and high optical purity.

L'invention concerne un procédé de préparation d'éthers 3-amino-2-hydroxy-1-propyliques de la formule générale (4) (dans laquelle R<1> représente alkyle ou un groupe aromatique ou hétérocyclique, et R<2> et R<3> représentent chacun hydrogène ou alkyle, ou alternativement ils peuvent former ensemble avec l'atome d'azote une amine cyclique), caractérisé par la réaction d'un composé époxy de la formule (1) (dans laquelle x représente halogéno ou sulfonyloxy) avec un alcool en présence d'un sel de fluor, et la réaction du produit obtenu avec une amine. Le procédé permet la préparation d'intermédiaires destinés à la synthèse de médicaments à des rendements élevés et d'une grande pureté optique.

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