Synthesis of mycobacterial triacylated phosphatidylinositol dimannoside containing an acyl lipid chain at 3-O of inositol.
A seven-step synthesis of triacylated phosphatidylinositol dimannoside is described from myo-inositol 1,3,5-orthoformate. It proceeded in 31% overall yield via a highly regioselective and stereoselective 2,6-di-O-D-mannosylation as the key step.
Patil
Pratap S
PS
Genomics Research Center, Academia Sinica, 128, Section 2, Academia Road, Taipei 11529, Taiwan.
Hung
Shang-Cheng
SC
D007294:Inositol / Q000031:analogs & derivatives* / Q000737:chemistry*; D008055:Lipids / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009161:Mycobacterium / Q000737:chemistry; D010716:Phosphatidylinositols / Q000138:chemical synthesis*; D013237:Stereoisomerism
D008055:Lipids; D010716:Phosphatidylinositols; C054977:phosphatidylinositol dimannoside; D007294:Inositol