Water → HCID 57145713, compound

Participants

Reaction Steps

To a solution of (2S,4R)-1-allyloxycarbonyl-4-(t-butyldimethylsilyloxy)-2-(4-formyl-2-oxopiperazin-1-yl) methylpyrrolidine (11.74 g) in tetrahydrofuran (100 ml) was added n-tetrabutylammonium fluoride under ice cooing with stirring, and the mixture was stirred at the same temperature for 1 hour. Water was added to the mixture, and the mixture was evaporated in vacuo. Ethanol was added to the residue, and the mixture was stirred at 60° C. for 20 minutes. The mixture was filtered, and the filtrate was evaporated in vacuo. The residue was purified by silica gel chromatography eluting with a mixture of chloroform and methanol (9:1 v/v) to give (2S,4R)-1-allyloxycarbonyl-2-(4-formyl-2-oxo-piperazin-1-yl) methyl-4-hydroxypyrrolidine (11.38 g).

Provenance & Evidence