Patent ID: 7417153
Filing Date: 2008-08-26
Classification: C07D

Abstract:
1. A method for preparing a compound of formula: and/or mirror image thereof, wherein R (A) converting a 2-acetyl-2-azabicyclo[2.2.1]hept-5-en-3-one of formula: and/or mirror image thereof, by cis hydroxylation of the double bond into a 2-acetyl-5,6-dihydroxy-2-azabicyclo[2.2.1]heptan-3-one of formula: and/or mirror image thereof, (B) converting the compound of the formula III by reaction with a ketone or an aldehyde of the formula R and/or mirror image thereof, wherein R (C) converting the ketal or acetal of the formula IV by reductive ring opening into a compound of formula: and/or mirror image thereof, wherein R (D) optionally converting the compound of formula V or an alcoholate thereof by reaction with dimethyl sulfate, benzyl chloride or a halide of the formula R and/or mirror image thereof, wherein R (E) converting a compound of the formula V or VI by alkaline hydrolysis into a compound of formula: and/or mirror image thereof, wherein R (F) optionally converting the compound of the formula I by addition of a dibasic or tribasic organic acid into corresponding salt wherein R