Synthetic routes toward pentasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O181 |
| |
Authors: | Harikesh Kumar Pintu Kumar Mandal |
| |
Affiliation: | 1. Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1 Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow 226 031, India;2. Academy of Scientific and Innovative Research, New Delhi 110001, India |
| |
Abstract: | An efficient synthetic strategy has been developed for the synthesis of the pentasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O181. A one-pot, two step iterative glycosylation and [2?+?3] block glycosylation strategy have been adopted for the construction of the pentasaccharide derivative 2, which was then transformed into target compound 1 after a series of functional group transformations. Here H2SO4-silica has been used successfully as a promoter for all glycosylation reaction. The stereoselective outcomes of all glycosylation reactions were very good. The 2-acetamido-2,6-dideoxy-l-glucose (l-QuipNAc) building block was obtained from known carbohydrate l-rhamnose precursors. |
| |
Keywords: | Glycosylation O-Antigen Corresponding author at: Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1 Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow 226 031, India. |
本文献已被 ScienceDirect 等数据库收录! |
|