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Stereoselective acylation of 20-(S)-camptothecin with amino acid derivatives using scandium triflate/DMAP
Institution:1. Institute of Chemistry, Center for Glycomics, Slovak Academy of Sciences, 84538 Bratislava, Slovakia;2. Department of Medical Chemistry, Faculty of Medicine, University of Debrecen, Egyetem Square 1, H-4032 Debrecen, Hungary;3. Department of Organic Chemistry, University of Debrecen, P.O. Box 20, 4010 Debrecen, Hungary;1. Department of Engineering, Graduate School of Integrated Science and Technology, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8561, Japan;2. Graduate School of Science and Technology, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8561, Japan;3. Research Institute of Green Science and Technology, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8561, Japan;4. School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan;1. Department of Medical Histology and Cell Biology, Faculty of Medicine, Mansoura University, Egypt;2. Department of Anatomy, Taibah College of Medicine, Taibah University, Almadina Almonawara, Saudi Arabia
Abstract:Facile esterification of the hindered 3° alcohol 20-(S)-camptothecin with Boc protected chiral amino acids or derivatives under mild conditions has been achieved in high yield using the combination of Sc(OTf)3 and DMAP. The isomeric purity of the product was maintained under these conditions.
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