Orelline (l), a metabolite of the toadstool Cortinurius Orellunus FRIES with 2, 2'-bipyridine structure, has been synthesized by the following method. The easily accessible 2-bromo-3- hydroxypyridine (3) was converted into the corresponding [2-(trimethylsilyl) ethoxy] methyl (SEM) ether 4 and coupled with Zn and NiCI,/Ph, P to form the bipyridine derivative 5 in 79% yield. Due to the chelating effect of the two SEM-ether groups in 5, it was possible to form ...
![3,3'-Bis[[2-(trimethylsilyl)ethoxy]methoxy]-2,2'-bipyridin -4,4'-dicarbaldehyd Structure](https://image.chemsrc.com/caspic/249/119767-36-1.png)
![3,3'-Bis[[2-(trimethylsilyl)ethoxy]methoxy]-2,2'-bipyridin Structure](https://image.chemsrc.com/caspic/418/119767-27-0.png)
![3,3'-Bis[[2-(trimethylsilyl)ethoxy]methoxy]-2,2'-bipyridin-4,4'-diol Structure](https://image.chemsrc.com/caspic/487/119767-30-5.png)