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Paper | Regular issue | Vol 48, No. 6, 1998, pp.1193-1201
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8139
Preparative Scale Conversion of D-Xylose into Hydrophilically Functionalized Pyrazoles

Volker Diehl, Eckehard Cuny, and Frieder W. Lichtenthaler*

*Institut für Organische Chemie, Technische Universität Darmstadt, Petersenstr. 22, D-64287 Darmstadt, Germany

Abstract

An expeditious, 4-step procedure is described for the conversion of bulk-scale accessible D-xylose into 5-hydroxymethyl-1-phenylpyrazole-3-carboxaldehyde (3), which, in turn, is converted into various pyrazole building blocks with versatile application profiles, such as the 1-phenylpyrazole-3,5-dicarboxylic acid (9), the respective 3,5-dialdehyde (10), and 3,5-bis(aminomethyl)-1-phenylpyrazole (13).