Journal
TETRAHEDRON-ASYMMETRY
Volume 20, Issue 23, Pages 2688-2693Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2009.10.035
Keywords
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Funding
- UGC, New Delhi
- Department of Science and Technology, New Delhi [SR/S1/RFPC-06/2006]
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A concise chemical synthesis of a tetrasaccharide found in the teichoic acid from the cell wall of Streptomyces sp. VKM Ac-2275 was achieved in high yield. A [2+2] block synthetic strategy has been adopted for the construction of the target tetrasaccharide by exploiting the orthogonal property of a thioglycoside. For the first time, the 2-(4-methoxyphenoxy) ethyl group has been used as the anomeric protecting group to make the glycone moiety with a readily available linker for its conjugation to a protein without destroying the cyclic structure at the reducing end. Yields were high in all of the intermediate steps. (C) 2009 Elsevier Ltd. All rights reserved.
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