Letters in Organic Chemistry

Author(s): Stephan Schmidt, Lars Teich, Mohamed Khodja and Dieter Sicker

DOI: 10.2174/1570178053202946

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Synthesis of Pyranoid Sugar α-Amino Acid Derivatives from 2-Oxo-Dgluconic Acid

Page: [165 - 171] Pages: 7

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Abstract

Syntheses of novel sugar amino acid derivatives with the 2-amino-D-arabino-hex-2- ulopyranosonic acid skeleton are described, with the anomeric centre being the α-C-atom of the amino acid unit. The starting material for the syntheses reported is 2-oxo-D-gluconic acid which has been obtained by fermentation of D-glucose. Starting from this source differently protected pyranoid α-sugar amino acids as well as derivatives like dipeptides could be synthesized.

Keywords: 2-oxo-D-gluconic acid, 2-oxo-D-gluconate, sugar amino acids, 2-amino-D-arabino-hex-2-ulopyranosonic acid