Water → (3R)-3-[(E)-2-[2-Benzyl-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidine-1-yl]-pyridyl]ethenyl]-3-quinuclidinol

Beteiligte Stoffe

Reaktionsschritte

270 mg of (3R)-3-[2-benzyl-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidine-1-yl]-3-pyridyl]ethynyl-3-quinuclidinol (Example 10) was dissolved in 10 ml of ethyl ether. 300 mg of lithium aluminum hydride was added thereto, followed by heating under reflux for 6 hours. While stirring in an ice-bath, 0.3 ml of water, 0.3 ml of an aqueous 5N sodium hydroxide solution, 1 ml of water and 10 ml of tetrahydrofuran were added thereto. The mixture was filtered, and the filtrate was concentrated. The residue was then subjected to NH-silica gel column chromatography and eluted with 10% methanol/ethyl acetate, to give 165 mg of the target compound.

Herkunft & Nachweise