Process for preparing cyclic cis-1-amino-2-alkanols

Details Process for preparing cyclic cis-1-amino-2-alkanols Process for preparing cyclic cis-1-amino-2-alkanols

C - Chemistry, Metallurgy

07

C

C07C 215/44 (2006.01) C07C 213/00 (2006.01) C07C 213/08 (2006.01) C07C 233/23 (2006.01) C07C 233/74 (2006.01)

Patent

CA 2169829

A two-step process for the conversion of a trans-1-amino-2-hydroxycycloalkane stereoselectively to a cis-1-amino-2- hydroxycycloalkane is disclosed. The novel step, a one-step hydrolysis with formal inversion, can be used to convert an amide of a trans-1-amino-2-hydroxycycloalkane to a cis-1-amino-2-hydroxycycloalkane. Methods for obtaining the trans-1-amino-2- hydroxycycloalkanes and their amides from alkenes are also disclosed. A preferred process converts indene to cis-1-amino-2-indanol.

Procédé de préparation en deux phases visant à transformer de manière stéréosélective un trans-1-amino-2-hydroxycycloalcane en un cis-1-amino-2-hydroxycycloalcane. La nouvelle phase, une hydrolyse en une phase à inversion formelle, peut être utilisée pour transformer un amide d'un trans-1-amino-2-hydroxycycloalcane en un cis-1-amino-2-hydroxycycloalcane. L'invention se rapporte également à des procédés visant à obtenir les trans-1-amino-2-hydroxycycloalcanes et leurs amides à partir d'alcènes. Un procédé préféré permet de transformer l'indène en cis-1-amino-2-indanol.

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