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Total Synthesis of Vancomycin
Author(s) -
Nicolaou K. C.,
Mitchell Helen J.,
Jain Nareshkumar F.,
Winssinger Nicolas,
Hughes Robert,
Bando Toshikazu
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990115)38:1/2<240::aid-anie240>3.0.co;2-5
Subject(s) - vancomycin , chemistry , natural product , total synthesis , sugar , disaccharide , combinatorial chemistry , organic chemistry , bacteria , biology , genetics , staphylococcus aureus
The fine‐tuning of the protecting groups and the glycosidation conditions were the key to the successful coupling of the carbohydrate units and vancomycin aglycon in the last steps of the total synthesis of vancomycin 1 . The aglycon was converted into a suitably protected acceptor and the sugar donors were sequentially attached. Removal of all the protecting groups gave synthetic vancomycin that was indentical to the natural product ( 1 H and 13 C NMR, HPLC).