期刊
TETRAHEDRON
卷 64, 期 7, 页码 1523-1535出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.11.002
关键词
Thioglycosides; odourless thiol; allergy; MUXP3; N-glycan; CCD; cross-reactive carbohydrate determinants; oligosaccharides
Thioglycosides are valuable tools for complex oligosaccharides' constructions. They present precious advantages due to their stability and crystalline nature. However, their major drawbacks are the repulsive smell of thiols utilised as precursors and, often, their toxicity such as in case of the commonly employed thiophenol and thioethanol. The use of commercially available methyl tert-butyl phenyl thiol (MbpSH) avoids these problems and is compatible with gram scale synthesis of thioglycoside donors. In this paper, we describe that Mbp thioglycosides are useful and convenient precursors for odourless oligosaccharide synthesis and we further demonstrate, as a proof of their versatility, their use in the construction of most of the glycosidic linkages found in N-glyeans. (c) 2007 Elsevier Ltd. All rights reserved.
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