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Total Synthesis of Phosphatidylinositol Dimannoside: A Cell‐Envelope Component of Mycobacterium tuberculosis
Author(s) -
Patil Pratap S.,
Hung ShangCheng
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200802189
Subject(s) - phosphatidylinositol , mycobacterium tuberculosis , component (thermodynamics) , envelope (radar) , tuberculosis , cell envelope , microbiology and biotechnology , biology , medicine , physics , genetics , computer science , pathology , signal transduction , telecommunications , gene , escherichia coli , thermodynamics , radar
A concise synthesis of phosphatidylinositol dimannoside (PIM 2 ) from commercially available myo ‐inositol 1,3,5‐orthoformate via a highly regioselective and stereoselective 6‐ O ‐mannosylation of the myo ‐inositol‐derived meso ‐4,6‐diol as a key step was carried out in 9 steps (see scheme) and in 13 % overall yield.