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N-(Ethoxycarbonyl)phthalimide is used to protect amine functional groups. Reagent for the conversion of amines and amino acids to their phthaloyl derivatives under mild conditions
Paul M. Worster.; Clifford C. Leznoff.; Colin R. McArthur. N-(Ethoxycarbonyl)phthalimide. An improved procedure. J. Org. Chem. 1980, 45, (1), 174-175.
M. Niyaz Khan. Suggested Improvement in the Ing-Manske Procedure and Gabriel Synthesis of Primary Amines:? Kinetic Study on Alkaline Hydrolysis of N-Phthaloylglycine and Acid Hydrolysis of N-(o-Carboxybenzoyl)glycine in Aqueous Organic Solvents. J. Org. Chem. 1980, 61, (23), 8063-8068.
Reagent for the conversion of amines and amino acids to their phthaloyl derivatives under mild conditions: Nature, 185, 309 (1960); J. Heterocycl. Chem., 29, 707 (1992). For improved procedures involving reaction of an aqueous solution of the Na salt of an amino acid with a solution of the reagent in ethyl acetate, see: Rec. Trav. Chim., 97, 260 (1978), or using triethylamine in THF giving excellent yields without racemization: Can. J. Chem., 60, 1836 (1982). See also Appendix 6.