Hydrochloric Acid → HCID 57193390, compound

Participants

Reaction Conditions

Reaction Steps

A mixture composed of 150 g of (3R*,4S*,5R*)-5-allyl-1-benzyl-3,4-bis(tert-butyldimethylsilyloxy)-2-pyrrolidinone which had been prepared according to the procedure described in J. Org. Chem. 60, 103-108 (1995) by using D-tartaric acid as the starting material, 500 ml of ethanol, and 20 ml of concentrated hydrochloric acid was heated to 50° C. and stirred for 2 days. After the reaction mixture was concentrated under reduced pressure, water was added to the resulting residue. This mixture was washed with n-hexane and then extracted with chloroform. After the extract was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. Then, ether and n-hexane were added to the resulting residue so as to crystallize the desired product. These crystals were collected by filtration to obtain 24.8 g of (3R*,4S*,5R*)-5-allyl-1-benzyl-3,4-dihydroxy-2-pyrrolidinone.

Provenance & Evidence