Water → HCID 53921609, compound

Participants

Reaction Steps

C tert-Butyl (2RS,4R)-2-benzyl-4-thiazolidinecarboxalate may be prepared in the following 11.8 cm3 of iodotrimethyl-silane are introduced slowly at a temperature in the region of 25° C. into a solution of 30.5 g of tert-butyl (4R)-3-tert-butoxycarbonyl-2-benzyl-4-thiazolidine-carboxylate (isomer A) in 250 cm3 of chloroform. The reaction mixture is stirred for 1 hour, and 10 cm3 of water are then added. The organic phase is separated and the aqueous phase is extracted with twice 20 cm3 of methylene chloride. The combined organic phases are washed with 100 cm3 of water and with 100 cm3 of saturated aqueous sodium hydrogen carbonate solution, dried over magnesium sulphate and concentrated to dryness under reduced pressure at 40° C. 25.0 g of tert-butyl (2RS,4R)-2-benzyl-4-thiazolidinecarboxylate are thereby obtained in the form of a yellow oil, which is used in the subsequent syntheses without further treatment.

Provenance & Evidence