In 2019,Organic Letters included an article by Huh, Soohee; Hong, Seung Youn; Chang, Sukbok. Name: N-tert-Butoxycarbonylhydroxylamine. The article was titled 《Synthetic Utility of N-Benzoyloxyamides as an Alternative Precursor of Acylnitrenoids for γ-Lactam Formation》. The information in the text is summarized as follows:
Described herein is the development of a new entry of acylnitrenoid precursors for γ-lactam synthesis via an intramol. C-H amidation reaction. Upon Ir catalysis, N-benzoyloxyamides serve as efficient substrates to afford 5-membered amides. Mechanistic studies revealed that the generation of a putative Ir-carbonylnitrenoid via N-O bond cleavage is facilitated by the chelation of countercations. This protocol offers a convenient and step-economic route to γ-lactams starting from the corresponding carboxylic acids. The results came from multiple reactions, including the reaction of N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Name: N-tert-Butoxycarbonylhydroxylamine)
N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Name: N-tert-Butoxycarbonylhydroxylamine
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