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4-(4-Methoxyphenyl)butyric acid on demethylation with pyridinium hydrochloride affords 4-hydroxyphenylbutyric acid, a key starting material for the synthesis of preclinical candidate LY518674.
Christopher R. Schmid; Christopher A. Beck; Jason S. Cronin and Michael A. Staszak. Demethylation of 4-Methoxyphenylbutyric Acid Using Molten Pyridinium Hydrochloride on Multikilogram Scale. Org. Proc. Res. Dev. 2004, 8 (4), 670-673.
Timothy P. Kogan; Brian Dupré, Huong Bui; Kathy L. McAbee; Jamal M. Kassir; Ian L. Scott; Xin Hu; Peter Vanderslice; Pamela J. Beck and Richard A. F. Dixon. Novel Synthetic Inhibitors of Selectin-Mediated Cell Adhesion:? Synthesis of 1,6-Bis[3-(3-carboxymethylphenyl)-4-(2-α-d-mannopyranosyloxy)phenyl]hexane (TBC1269). J. Med. Chem. 1998, 41 (7), 1099-1111.