91613-87-5Relevant academic research and scientific papers
Further studies on the synthesis of symmetrical anhydrides and 2,4-disubstituted-5(4H)-oxazolones from N-alkoxycarbonylamino acids using soluble carbodiimide
Paquet, Alenka,Chen, Francis M. F.,Benoiton, N. Leo
, p. 1335 - 1338 (2007/10/02)
Pure symmetrical anhydrides of N-alkoxycarbonyl (ROCO)-valine, for R=ethyl, tert-butyl, trichloroethyl, p-nitrobenzyl, p-methoxybenzyl, and 9-fluorenylmethyl, and N-ethoxycarbonylaminoisobutyric acid have been prepared using 0.5 equivalents of N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride in dichloromethane followed by removal of side-products by washing with aqueous solutions.When an excess of carbodiimide was uused, 2-alkoxy-5(4H)-oxazolone was also generated, except when R=trichloroethyl.High yields of pure 5(4H)-oxazolone were obtained when R=ethyl.The 2-(9-fluorenylmethyloxy)-5(4H)-oxazolone gradually underwent a β-elimination during manipulation or storage.
