131827-16-2Relevant academic research and scientific papers
Synthesis of 2,5-Dioxygenated Pyrazine 4-Oxides: Total Synthesis of a New Inhibitor of Superoxide Anion Generation, OPC-15161
Kita, Yasuyuki,Akai, Shuji,Fujioka, Hiromichi,Tamura, Yasumitsu,Tone, Hitoshi,Taniguchi, Youichi
, p. 875 - 884 (2007/10/02)
The total synthesis of OPC-15161 1, a new inhibitor of superoxide anion generation, is described in full.Three approaches, routes A-C, have been investigated focusing on the pivotal structure 2,5-dioxygenated pyrazine 4-oxide.Among them, route A led to the total synthesis of 1.That is, the key precursor, 5-hydroxypyrazin-2(1H)-one 4-oxide 7 has been prepared from tryptophan methyl ester 2 in three steps, and direct methylation of the 5-hydroxy group of 7 or three-step methylation via the 2-O-Boc derivative 10 afforded 1 in 9.9-10.6percent overall yields.
