HCID 86743775, compound → HCID 13986801, compound

Participants

Reaction Steps

To the alcoholic mother liquor, from which fractional recrystallization had been effected in step (c), a small excess of dicyclohexylamine was added, and then the mixture was allowed to stand at room temperature for 2 hours. The crystals which precipitated were recrystallized from ethanol to give 3.95 g of dicyclohexylammonium (1S,4R)-3-benzoyl-1-oxothiazolidine-4-carboxylate, melting at 186°-198° C. (with decomposition). 3.0 g of the cyclohexyl amine salt thus obtained were dissolved in 50 ml of 50% v/v aqueous ethanol, and the solution was passed through a column containing 50 ml of a cation-exchange resin (Dowex 50H+, trade mark), and eluted with 50% v/v aqueous ethanol. The solvent was distilled off and the residue was recrystallized from a 1:3 by volume mixture of ethanol and diethyl ether, to give 1.54 g of (1S,4R)-3-benzoyl-1-oxothiazolidine-4-carboxylic acid melting at 174°-175° C. (with decomposition).

Provenance & Evidence