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pCapoerncise Syntheses of alpha-Galactosyl Ceramide, D-ribo-Phytosphingosine, and Ceramide

  作者 YEN YUFEN; SAWANT R C; LUO SHUNYUAN  
  选自 期刊  Synthesis;  卷期  2013年45-4;  页码  511-517  
  关联知识点  
 

[摘要]Total syntheses of alpha-galactosyl ceramide, D-ribo-phytosphingosine, and ceramide through an alpha-galactosyl phytosphingosine derivative as a common synthon were accomplished in overall yields of 26%, 15%, and 20% in nine, seven, and eight steps, respectively, starting from an acetonide-protected D-lyxose derivative. This short and efficient protocol involved protection and glycosylation of the acetonide-protected D-lyxose with D-galactosyl iodide as a key step. The resulting alpha-linked disaccharide was subsequently transformed into alpha-galactosyl ceramide, phytosphingosine, and ceramide.

 
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