59435-85-7Relevant academic research and scientific papers
Synthesis of α-acetoxy-N-nitroso-4[3H]-pyrrolidine
Saavedra,Hecker,Farrelly
, p. 415 - 420 (1979)
Tritium labeled α-acetoxy-N-nitroso-4[3H]-pyrrolidine 3, an important model compound used in the study of the metabolism of nitrosopyrrolidine, has been prepared from commercially available 4[3H]-l-proline. The synthesis involves two steps; first the nitrosation of the aminoacid to N-nitroso-4[3H]-l-proline 2, followed by the oxidative decarboxylation with lead tetraacetate in dichloromethane with 1.2 equivalents of pyridine to α-acetoxy-N-nitroso-4[3H]-pyrrolidine in 23% overall yield. The compound was further purified by HPLC.
Cyclic α-acetoxynitrosamines: Mechanisms of decomposition and stability of α-hydroxynitrosamine and nitrosiminium ion reactive intermediates
Chahoua, Latifa,Cai, Hongliang,Fishbein, James C.
, p. 5161 - 5169 (2007/10/03)
A study of the kinetics and mechanism of the decay of α-acetoxy-N- nitrosopyrrolidine and α-acetoxy-N-nitrosopiperidine are reported. The compounds differ in reactivity by more than 2 orders of magnitude at physiological pH. On the basis of thermodynamic
The Chemistry of Nitrosamines, IV. - Syntheses of α-C-Functionalized N-Nitrosodialkylamines: Esters and Ethers of 1-alcohols
Mueller, Eduard,Kettler, Regina,Wiessler, Manfred
, p. 1468 - 1493 (2007/10/02)
Imines (Schiff's bases) and nitrosyl chloride react to give N-alkyl-1-chloro-N-nitrosoalkylamines 13.Nucleophilic substitution by acetate or p-nitrobenzoate affords the acetates 7 and 9 and p-nitrobenzoates 8 and 10, respectively.The spectroscopic and chemical data of the newly synthesized compounds are discussed.
