SDS of cas: 105-13-5. Kalita, T; Dev, D; Mondal, S; Giri, RS; Mandal, B in [Kalita, Tapasi; Dev, Dharm; Mondal, Sandip; Giri, Rajat Subhra; Mandal, Bhubaneswar] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India published Ethyl-2-Cyano-2-(2-Nitrophenylsulfonyloximino)Acetate (ortho-NosylOXY) Mediated One-Pot Racemization Free Synthesis of Ureas, Carbamates, and Thiocarbamates via Curtius Rearrangement in 2021, Cited 39. The Name is (4-Methoxyphenyl)methanol. Through research, I have a further understanding and discovery of 105-13-5.
Direct conversion of carboxylic acids to ureas, carbamates, and thiocarbamates in a single pot via Curtius rearrangement is accomplished. One recently established coupling reagent, Ethyl-2-cyano-2-(2-nitrophenylsulfonyloximino)acetate (ortho-NosylOXY, I), is successfully used for the racemization free synthesis of ureas, di-peptidyl ureas, and carbamates with moderate to good yield (82-69%). This single-pot hassle-free procedure works with a diverse range of N-protecting groups Fmoc, Boc, and Cbz. Various amine, including aromatic, methyl esters of amino acids, t-butylamine, alcohols, and thiols, are used as nucleophiles. A detailed NMR-based mechanism study is incorporated here. Racemization suppression, easy removal of by-products, and less waste generation make this methodology useful.
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