915207-10-2Relevant articles and documents
Gram scale synthesis of the glucuronide metabolite of ABT-724
Engstrom, Kenneth M.,Daanen, Jerome F.,Wagaw, Seble,Stewart, Andrew Q.
, p. 8378 - 8383 (2007/10/03)
A gram scale synthesis of the glucuronide metabolite of ABT-724 is reported. Glycosidic coupling between a trichloroacetimidate glucuronyl donor and a Cbz-protected hydroxypyridylpiperazine glycosyl acceptor is the key step in the synthesis, since attempts to directly glucuronicrossed d signate the aglycon, aglycon derivatives, and other truncated glycosyl acceptors were unsuccessful. The route was used to produce 2.1 g of metabolite in eight steps from 2-chloro-5-hydroxypyridine in 21% overall yield.
