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Silane Reduction of 5-Hydroxy-6-methyl-pyridine-3,4-dicarboxylic Acid Diethyl Ester: Synthesis of Vitamin B6

Author(s): Yves René Dumond | Andrew G. Gum

Journal: Molecules ISSN 1420-3049
Volume: 8; Issue: 12; Start page: 873; Date: 2003;
Original page

Keywords: Polymethylhydrosiloxane (PMHS) | silanes | ester reduction | pyridoxine | vitamin B6

ABSTRACT
Alternative methods for the synthesis of pyridoxine have been investigated. The key intermediate, 5-hydroxy-6-methyl-pyridine-3,4-dicarboxylic acid diethyl ester (5), was reduced with either a silane monomer (MeSiH(OEt)2) or a polysiloxane (polymethylhydrosiloxane, PMHS) to afford crude pyridoxine. An isolation technique utilizing a commercially available resin was devised, affording the desired product, vitamin B6, in an overall yield of 38-54 % and a purity of 76%.