Stereoselective synthesis of (2 S, 3 R)-and (2 R, 3 S)-iodoreboxetine; potential SPECT imaging agents for the noradrenaline transporter
NK Jobson, R Spike, AR Crawford, D Dewar…
Index: Jobson, Nicola K.; Spike, Rosemary; Crawford, Andrew R.; Dewar, Deborah; Pimlott, Sally L.; Sutherland, Andrew Organic and Biomolecular Chemistry, 2008 , vol. 6, # 13 p. 2369 - 2376
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Citation Number: 19
Abstract
With the aim of developing a new SPECT imaging agent for the noradrenaline transporter, a twelve-step stereoselective synthesis of iodinated analogues of (2S, 3R)-and (2R, 3S)- reboxetine has been achieved from 4-bromobenzaldehyde. The key steps involve a Sharpless asymmetric epoxidation to establish the stereogenic centres and a copper catalysed aromatic halogen exchange reaction to introduce the key iodine atom. In vitro ...
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