128669-50-1Relevant articles and documents
Reinvestigation of the Base-Induced Ring Closure of Methylsulfonium Salts of N-Trityl-(S)-methioninehydroxamide and Derivatives
Papaioannou, Dionissios,Barlos, Kleomenis,Francis, George W.,Brekke, Trond,Aksnes, Dagfinn W.,Maartmann-Moe, Knut
, p. 189 - 194 (2007/10/02)
Base-induced ring closure of methylsulfonium salts of hydroxamate derivatives of N-trityl-(S)-methionine provides five-membered heterocycles resulting from nucleophilic displacement of Me2S by either the O- or N-atom of the amide function.A three-step sequence starting from N-trityl-(S)-methionine 1-hydroxybenzotriazolyl ester has previously been used to provide a 3percent yield of a compound described as (S)-4-(N-tritylamino)-1,2-oxazinan-3-one.Using a new five-step sequence the same product was isolated in 34percent overall yield and is now shown to be (S)-2-hydroxy-imino-3-(N-tritylamino)oxolane.