Interrupted aza-Wittig reactions using iminophosphoranes to synthesize 11C-carbonyls
A direct CO2-fixation methodology couples structurally diverse iminophosphoranes with various nucleophiles to synthesize ureas, carbamates, thiocarbamates, and amides, and is amenable for 11C radiolabeling. This methodology is practical, as demonstrated by the synthesis of >35 products and isolation of the molecular imaging radiopharmaceuticals [11C]URB694 and [11C]glibenclamide. This journal is
Ismailani, Uzair S.,Munch, Maxime,Mair, Braeden A.,Rotstein, Benjamin H.
Synthesis and application of isocyanates radiolabeled with carbon-11
Carbon-11 labeled isocyanates are efficiently prepared by dehydration of [11C]carbamate salts, which in turn are easily formed from cyclotron-produced [11C]CO2 and amines in the presence of a CO2 fixation agent. The [11C]isocyanates are useful radiosynthons for the synthesis of a variety of [carbonyl-11C]- labeled asymmetrical ureas and carbamate esters. The method is well suited to incorporate any isotope of carbon, and is especially useful for positron emission tomography (PET) radiotracers for in vivo imaging. This is demonstrated by using the method to make [carbonyl-11C]-6-hydroxy-[1,1′- biphenyl]-3-yl cyclohexylcarbamate which is a novel radiotracer for PET imaging of fatty acid amide hydrolase.
Wilson, Alan A.,Garcia, Armando,Houle, Sylvain,Sadovski, Oleg,Vasdev, Neil
scheme or table
p. 259 - 264
(2011/03/19)
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