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Palladium-coupling mediated derivatization: Aucagne, V.; Berteina-Raboin, S.; Guenot, P.; Agrofoglio, L. A. J. Comb. Chem. 2004, 6, 717-723.
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Palladium-coupling mediated derivatization: Aucagne, V.; Berteina-Raboin, S.; Guenot, P.; Agrofoglio, L. A. J. Comb. Chem. 2004, 6, 717-723.
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Direct evaporation of the reaction mixture prior to chromatographic purification decomposed some reaction products, resulting in decreased yields
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Direct evaporation of the reaction mixture prior to chromatographic purification decomposed some reaction products, resulting in decreased yields.
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40
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33846086353
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The automated silica gel MPLC process purified most glycosylation products to homogeneity. However, a few contained impurities related to excess sugar byproducts or excess base. These were conveniently removed with automated silica gel MPLC or precipitation of the nucleoside product after the deacylation reaction so that the final nucleoside product could be obtained in high purity
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The automated silica gel MPLC process purified most glycosylation products to homogeneity. However, a few contained impurities related to excess sugar byproducts or excess base. These were conveniently removed with automated silica gel MPLC or precipitation of the nucleoside product after the deacylation reaction so that the final nucleoside product could be obtained in high purity.
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42
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0036010565
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A silica supported fusion glycosylation in a standard kitchen microwave is the only report of a microwave assisted glycosylation: Andrzejewska, M, Kaminski, J, Kazimierczuk, Z. Nucleosides, Nucleotides, Nucleic Acids 2002, 21, 73-78
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A silica supported fusion glycosylation in a standard kitchen microwave is the only report of a microwave assisted glycosylation: Andrzejewska, M.; Kaminski, J.; Kazimierczuk, Z. Nucleosides, Nucleotides, Nucleic Acids 2002, 21, 73-78.
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Use of microwave heating for nucleoside functional group manipulations: (a) Varma, R. S.; Lamture, J. B.; Varma, M. Tetrahedron Lett. 1993, 34, 3029-3032.
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Use of microwave heating for nucleoside functional group manipulations: (a) Varma, R. S.; Lamture, J. B.; Varma, M. Tetrahedron Lett. 1993, 34, 3029-3032.
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6) with reported values: (a) Ishido, Y.; Nakazaki, N.; Sakairi, N. J. Chem. Soc., Perkin Trans. 1 1979, 2088-2098.
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Other reports have documented the selective deprotection of tri- and tetra-benzoyl-protected nucleosides to yield 5′-O-benzoyl- protected nucleosides using hydrazine hydrate, ammonia, sodium methoxide, or lithium 2,2,2-trifluoroethoxide as the deacylating reagent. See ref 25a and (a) Ferris, J. P, Devadas, B, Huang, C.-H, Ren, W.-Y. J. Org. Chem. 1985, 50, 747-754
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Other reports have documented the selective deprotection of tri- and tetra-benzoyl-protected nucleosides to yield 5′-O-benzoyl- protected nucleosides using hydrazine hydrate, ammonia, sodium methoxide, or lithium 2,2,2-trifluoroethoxide as the deacylating reagent. See ref 25a and (a) Ferris, J. P.; Devadas, B.; Huang, C.-H.; Ren, W.-Y. J. Org. Chem. 1985, 50, 747-754.
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This process, known as Nucapalooza in our labs, has been applied successfully to the production of more than 400 nucleosides from the reaction of six different acylated ribofuranosyl derivatives with a set of bases which included those listed in Table 1 and the Supporting Information Table S1
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This process, known as Nucapalooza in our labs, has been applied successfully to the production of more than 400 nucleosides from the reaction of six different acylated ribofuranosyl derivatives with a set of bases which included those listed in Table 1 and the Supporting Information Table S1.
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