title: Synthesis of maradolipid.
abstract: The first synthesis of maradolipid, a unique dissymmetrically 6,6'-di-O-acylated trehalose glycolipid isolated from C. elegans, is accomplished in five steps starting from trehalose in 45% overall yield. The short synthesis relies on dissymmetrization of trehalose core via regioselective acylation of a 2,3,4,2',3',4'-hexa-O-TMS trehalose 6,6'-diol derivative as a key step.
authors: Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400076, India.
authors: Vikram A
authors: VA
authors: Sarpe
authors: Suvarn S
authors: SS
authors: Kulkarni
mesh_terms: D000215:Acylation; D000818:Animals; D017173:Caenorhabditis elegans / Q000737:chemistry; D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D008969:Molecular Sequence Data; D015394:Molecular Structure; D014199:Trehalose / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006017:Glycolipids; C568414:maradolipid; D014199:Trehalose