An efficient synthesis of the indole acetic acid metabolite of MK-0462
A palladium-catalyzed coupling of iodoaniline 2 with bis-TES propargyl alcohol 3 gives indole-3-methanol 4b in 72% yield. Displacement of the hydroxy group of 4b by sodium cyanide followed by hydrolysis of the cyano group and desilylation provides the indole acetic acid metabolite, L-749-335 (1), of the 5-HT(1D) receptor agonist MK-0462.
Chen, Cheng-Yi,Lieberman, David R.,Street, Leslie J.,Guiblin, Alex R.,Larsen, Robert D.,Verhoeven, Thomas R.
p. 1977 - 1984
(2007/10/03)
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