Tributylstannane → HCID 54008832, compound

Participants

Reaction Conditions

Reaction Steps

Under nitrogen atmosphere to a solution of 1-{(2S,4R)-1-allyloxycarbonyl-4-(t-butyldimethylsilyloxy)-pyrrolidin-2-yl }-1-(pyrimidin-5-yl)-1-chloromethane (37.4 g) in toluene (750 ml) were added firstly tributyltin hydride (29.1 g) and secondly azoisobutyronitrile (0.45 g) at room temperature. After the reaction mixture was stirred at 80° C. for two hours, it was cooled and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (400 g) (solvent; hexane:ethyl acetate=4:1 to 2:1 to 1:2) to give (2R,4R)-1-allyloxycarbonyl-4-t-butyldimethylsilyloxy-2-(pyrimidin-5-ylmethyl) pyrrolidine (29.1 g) as an oil.

Provenance & Evidence