120129-92-2Relevant articles and documents
Synthesis of Thyroid Hormone Analogues. Part 3. Iodonium Salt Approaches to SK&F L-94901
Hickey, Deirdre M. B.,Leeson, Paul D.,Novelli, Riccardo,Shah, Virendra P.,Burpitt, Brian E.,et al.
, p. 3103 - 3112 (2007/10/02)
The key step in the synthesis of L-3,5-dibromo-3'--thyronine, SK&F L-94901 (1), a novel, selective, and potent thyromimetic, is the formation of the hindered diaryl ether moiety.This paper describes an investigation into the formation of the required diaryl ether by copper-catalysed reaction both of symmetrical iodonium salts (2a) and (10) and mixed iodonium salts (2b-e) with protected dibromotyrosine (5).The importance of the counter-ion of the iodonium salt is discussed.This work is extended to a large-scale synthesis of SK&F L-94901 (1).
