5196-20-3Relevant academic research and scientific papers
An improved synthesis of pyridoxine via [2+2+2] cyclization of acetylenes and nitriles
Gutnov, Andrey,Abaev, Vladimir,Redkin, Dmitry,Fischer, Christine,Bonrath, Werner,Heller, Barbara
, p. 1188 - 1190 (2005)
An improved synthesis of pyridoxine (vitamin B6) is reported. The key step involves the light-promoted [2+2+2] cyclization of 3,3-bissilyl-di-2-propynyl ethers and acetonitrile in the presence of [cpCo(cod)] (1 mol%) as a catalyst. Convenient oxidation and iodination procedures are elaborated to transfer 3-silylpyridines into corresponding 3-hydroxy- and 3-iodo-derivatives.
Synthesis of [13C3]-B6 vitamers labelled at three consecutive positions starting from [13C3]-propionic acid
Bachmann, Thomas,Rychlik, Michael
, (2018/09/11)
[13C3]-labelled vitamers (PN, PL and PM) of the B6 group were prepared starting from [13C3]-propionic acid. [13C3]-PN was synthesized in ten linear steps with an overall yield of 17%. Hereby, higher alkyl homologues of involved esters showed a positive impact on the reaction outcome of the intermediates in the chosen synthetic route. Oxidation of [13C3]-PN to [13C3]-PL was undertaken using potassium permanganate and methylamine followed by acid hydrolysis of the imine derivative. [13C3]-PM could be prepared from the oxime derivative of [13C3]-PN by hydrogenation with palladium.
