Enantiomers of 2-tetrahydrofuran derivatives, intermediates,...

Details Enantiomers of 2-tetrahydrofuran derivatives, intermediates,... Enantiomers of 2-tetrahydrofuran derivatives, intermediates,...

C - Chemistry, Metallurgy

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C07F 9/655 (2006.01) A61K 31/665 (2006.01) C07D 307/12 (2006.01) C07D 307/16 (2006.01) C07F 7/18 (2006.01) C07F 9/6574 (2006.01) C12P 17/04 (2006.01)

Patent

CA 2044786

600-7108/X A B S T R A C T ENANTIOMERS OF 2-TETRAHYDROFURAN DERIVATIVES, INTERHEDIATES THEREFOR, AND THEIR PREPARATION The compound of formula I Image and its enantiomer with the (S) configuration can be prepared by appropriate substitution, protection and/or deprotection from the compound of formula II Image II which itself can be prepared by enantiospecific monohydrolysis of 2,2-bis(hydroxymethyl)tetrahydrofuran dibutyrate. They have unusual pharmacological activity: the compound of formula I has activity in treating multiple sclerosis and its enantiomer in treating tumors. The compound of formula II and its protected forms are useful intermediates for preparing further optically pure pharmacologically active compounds having an asymmetrically substituted carbon atom adjacent to the oxygen atom in a tetrahydrofuran ring.

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