1025907-99-6Relevant articles and documents
Synthesis of isotopically-labelled nitroxyl radicals for use as spin probes
Bolton,Sutcliffe,Wu
, p. 663 - 668 (1994)
The synthesis of [15N]-1,1,3,3-tetrakis(trideuteriomethyl)isoindolin-2-yloxyl and of some 5-alkyl derivatives have been achieved by standard synthetic routes. The presence of deuterium improves the sharpness of the signals, and this, together with the incorporation of nitrogen-15, enhances the application of such compounds as spin probes; allyl substituents at C-5 improve the lipophilicity.
A new supported reagent for the parallel synthesis of primary and secondary O-alkyl hydroxylamines through a base-catalyzed Mitsunobu reaction
Maillard, Ludovic T.,Benohoud, Meryem,Durand, Philippe,Badet, Bernard
, p. 6303 - 6312 (2007/10/03)
The growing field of applications of O-alkyl hydroxylamines in medicinal chemistry and chemical biology has motivated the search for a parallel synthesis. A solid-phase approach based on the alkylation by alcohols of a new supported N-hydroxyphthalimide reagent using a Mitsunobu reaction followed by methylaminolysis has been optimized. This study points out the importance of the linker and a specific base effect for the Mitsunobu reaction. A large variety of alcohols can be used to give with moderate to high yields diverse O-alkyl hydroxylamines in high purity.
