Novel Synthesis of Tri- and Penta-Coordinate Phosphorous Saccharide

Jian-Jun Hu State Laboratory of Bioorganic Phosphorus Chemistry, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing, 100084, China

Yong Ju State Laboratory of Bioorganic Phosphorus Chemistry, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing, 100084, China

Yu-Fen Zhao State Laboratory of Bioorganic Phosphorus Chemistry, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing, 100084, China

Yu-Xin Cui Medical and Healthy Analysis Center, Beijing Medical University, Beijing, 100083, China

Abstract

Two novel tricoordinate phosphorous saccharides, methyl 4,6-O-benzylidene- α -D-glucopyranoside 2,3-cyclic phosphite ethyl ester 3 and its mannoside analogue 5 were synthesized by the reaction of protected pyrannosides (1 and 4) with ethyl dichlorophosphite 2. Addition of 2,3-butanedione to 3 resulted in the formation of pentacoordinate phosphorous compound 6.

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Novel Synthesis of Tri- and Penta-Coordinate Phosphorous Saccharide

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Novel Synthesis of Tri- and Penta-Coordinate Phosphorous Saccharide

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