Enantioselective synthesis of 3-substituted 1-azabicyclo...

Details Enantioselective synthesis of 3-substituted 1-azabicyclo... Enantioselective synthesis of 3-substituted 1-azabicyclo...

C - Chemistry, Metallurgy

07

D

C07D 471/08 (2006.01) C07D 413/06 (2006.01) C07D 417/06 (2006.01) C07D 487/08 (2006.01)

Patent

CA 2042077

T1075 ABSTRACT Enantioselective synthesis of 3-substituted l-azabicyclo [2-2.1]heptanes A process for preparing a substantially pure enantiomer of a compound formula (I) Image (I) wherein X is O or S; and R2 represents hydrogen, -CF3, -OR7, -SR7, -NR7R8, -CN, -COOR7, -CONR7R8, or a saturated or unsaturated, substituted or unsubstituted hydrocarbon group, wherein R7 and R8 are independently selected from hydrogen and C1-2alkyl provided that -NR7R8 is other than NH2; which process comprises cyclisation of a compound of formula (10) or salt thereof: Image (10) wherein X and R2 are as defined in formula (I); and R4 is a labile leaving group and optionally epimersing the endo-diastereomer so prepared to produce the corresponding exo-diastereomer.

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