Jervis, Peter J. and Cox, Liam R. and Besra, Gurdyal S. (2010) Synthesis of a Versatile Building Block for the Preparation of 6-N-Derivatized α-Galactosyl Ceramides: Rapid Access to Biologically Active Glycolipids. The Journal of Organic Chemistry, 76 (1). pp. 320-323. ISSN 0022-3263
| URL of Published Version: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3018865/?tool=pubmed Identification Number/DOI: doi:10.1021/jo102064p A concise route to the 6-azido-6-deoxy-α-galactosyl-phytosphingosine derivative 9 is reported. Orthogonal protection of the two amino groups allows elaboration of 9 into a range of 6-N-derivatized α-galactosyl ceramides by late-stage introduction of the acyl chain of the ceramide and the 6-N-group in the sugar head-group. Biologically active glycolipids 6 and 8 have been synthesized to illustrate the applicability of the approach. |
| Type of Work: | Article |
|---|---|
| Date: | 14 December 2010 (Publication) |
| School/Faculty: | Colleges (2008 onwards) > College of Life & Environmental Sciences |
| Department: | School of Biosciences |
| Subjects: | Q Science (General) |
| Institution: | University of Birmingham |
| Copyright Holders: | ACS |
| ID Code: | 542 |
| Refereed: | YES |
| Local Holdings: |
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