Synthesis of Sphingosine??1??phosphonate and Homosphingosine??1??phosphonate

A Tarnowski, O Retz, T Bär…

文献索引：Tarnowski, Andrej; Retz, Oliver; Baer, Thomas; Schmidt, Richard R. European Journal of Organic Chemistry, 2005 , # 6 p. 1129 - 1141

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被引用次数: 12

摘要

Abstract In the first approach to homosphingosine-1-phosphonate, D-glucofuranose was selectively deoxygenated at C-5. Bond cleavage between C-1 and C-2 afforded a 5-deoxy-D- threo-pentose intermediate.(E)-Selective Wittig reaction with a C 14-chain gave a C 19- intermediate, which was readily transformed into homosphingosine. Formation of a cyclic urethane containing the 3-amino and the 4-hydroxy group of the C 19-intermediate ...