A total synthesis of dimeric Lex antigen,III3V3Fuc2nLc6Cer: Pivaloyl auxiliary for stereocontrolled glycosylation |
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| Affiliation: | 1. Paul O''Gorman Leukaemia Research Centre, Institute of Cancer Sciences, College of Medical, Veterinary and Life Sciences, University of Glasgow, UK;2. Department of Pure and Applied Chemistry, University of Strathclyde, Thomas Graham Building, Glasgow, UK;3. Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen, Guangdong, PR China;4. Drug Discovery Program, Cancer Research UK Beatson Institute, Garscube Estate, Glasgow, UK;1. Department of Chemistry, York University, 4700 Keele Street, Toronto, ON M3J 1P3, Canada;1. Department of Chemistry, School of Applied Sciences and Humanities, VFSTR (Deemed to be University), Vadlamudi, Guntur 522213, India;2. Centre for Chemical Sciences and Technology, Institute of Science & Technology, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad, Telangana 500085, India;3. Aurobindo Pharma Limited, Industrial Development Area, Pydibimavaram, Srikakulam, Andhra Pradesh 532409, India;4. Department of Analytical & Structural Chemistry, CSIR-IICT, Tarnaka, Hyderabad 500007, India;5. Department of Chemistry, Kakatiya University, Hanamkonda, Warangal, Telangana 506009, India;6. Department of Chemistry, GITAM Institute of Science, GITAM (Deemed to be University), Rushikonda, Visakhapatnam, Andhra Pradesh, 530045, India;7. Department of Chemistry, Rajiv Gandhi University of Knowledge Technologies, Basar, Telangana 504107, India;1. Graduate School of Science and Technology, Gunma University, 1-5-1, Tenjin-cho, Kiryu, Gunma, 376-8515, Japan;2. College of Life Sciences, Ritsumeikan University, 1-1-1, Noji-higashi, Kusatsu, Shiga, 525-8577, Japan |
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| Abstract: | A first total synthesis of dimeric Lex glycooctaosyl ceramide was achieved in a stereocontrolled manner. Synthetic experiments were designed so as to evidence the advantage for the use of O-2a pivaloyl over O-2a acetyl group as a stereocontrolling auxiliary. |
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