Hydrochloric Acid → HCID 54058645, compound

Participants

Reaction Conditions

Reaction Steps

20 ml of a ca. 1M solution of lithium hydroxide in water was added to a stirred solution of 3.36 g of 1C in 100 ml of methanol at 0° C., and the mixture was stirred for 1.5 hours at 0° C. The mixture was neutralized (to pH 6-7) with 6N hydrochloric acid, the filtrate was stripped of solvent under reduced pressure and a temperature up to 55° C., and the residue was subjected to very low pressure (<1 Torr.). The residue was dissolved in 75 ml of methanol, 100 ml of ethyl acetate was added, the mixture was filtered, and the solvents were evaporated under reduced pressure. The residue was purified by flash chromatography, using a 2:1 v:v mixture of ethyl acetate and methanol as eluent. The solvents were evaporated and the residue was recrystallized from ethanol/ether, to give N-(N-carbobenzyloxy-L-seryl)-3-azetidinecarboxylic acid (1D) as a colorless hygroscopic solid, m.p.: 138°-143° C.

Provenance & Evidence