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Glycosylation Reagents

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The synthesis of nucleosides has been a topical subject in efforts to develop new therapeutic agents (e.g., antitumor and antiviral drugs)[1], to manipulate genetic processes (e.g. antisense oligonucleotides and RNA interference)[2], and to expand the genetic code and understand the scope and limits of Watson–Crick base pairing[3]. However, the key technique for such syntheses, namely, the N-glycosidic coupling of sugars and nitrogen heterocycles, is rather conventional. The bromo sugar used in the Koenigs-Knorr synthetic method has poor stability and is not easy to store. The synthetic method uses toxic mercury salt or expensive silver salt as a catalyst, and the yield is low [4,5]. The Glucosinolate method [6,7] and trichloroacetimidate ester method [8,9] have long routes, complex reaction conditions, expensive catalysts, lower yields and many other disadvantages.

J&K exclusively supplies a novel class of glycosylation reagents by gold (I)-catalyzed glycosylation reaction to sugar-o-alkynyl benzoate donor.The reaction can achieve efficient synthesis of a series of active oligosaccharides, glycoconjugates, nucleosides, deoxynucleosides, glycoproteins and other compounds. J&K provides:

- Stable donors, mild reacting conditions, with a wide range of saccharide receptors and no introduction of nucleophilic species. - Good stereoselectivity, with high yields and little side effects. - The unique reaction mechanism [4] to help achieve the synthesis of carbohydrate compounds.

References [1] Angew. Chem. Int. Ed. 2011, 50, 4933-4936. [2] J. Am. Chem. Soc. 2009, 131, 12076-12077. [3] J. Org. Chem., 2011, 76 (23), 9748–9756. [4]Angew. Chem. Int. Ed. 2011, 50, 8329-8332.

Novel Glycosidated Donors

structure Product no. description cas pricing
1412669 2-(Cyclopropylethynyl)benzoic acid, 98% 1313028-09-9 Pricing
1412764 Methyl 2-(cyclopropylethynyl)benzoate, 98% 1357469-11-4 Pricing
1412684 Methyl 2-(hex-1-yn-1-yl)benzoate, 98% 462637-40-7 Pricing

Catalysts

structure Product no. description cas pricing
502144 Bis(cyclopentadienyl)zirconium dichloride, 99% 1291-32-3 Pricing
1415906 Triphenylphosphinegold(I) bis(trifluoromethanesulfonyl)imidate, 98% 866395-16-6 Pricing
208060 Copper(II) trifluoromethanesulfonate, 98% 34946-82-2 Pricing
174441 Silver trifluoromethanesulfonate, 98% 2923-28-6 Pricing
976446 Triphenylphosphinegold(I) trifluoromethanesulfonate, 98% 156397-47-6 Pricing

Others

structure Product no. description cas pricing
942961 Bis(2-methoxyethyl)aminosulphur trifluoride, 95% 202289-38-1 Pricing
272873 N-Bromosuccinimide, 99% 128-08-5 Pricing
1000173 4-tert-Butyl-2,6-dimethylphenylsulphur trifluoride, 90% 947725-04-4 Pricing
102492 2-Chloro-1-methylpyridinium iodide, 97% 14338-32-0 Pricing
168478 Diethylaminosulfur trifluoride, 95% 38078-09-0 Pricing
275643 N-Iodosuccinimide, 99% 516-12-1 Pricing
221715 Methyl trifluoromethanesulfonate, 96% 333-27-7 Pricing
406823 4-Penten-1-ol, 98% 821-09-0 Pricing
432690 1,1,3,3-Tetramethylguanidine, 99% 80-70-6 Pricing
221208 Trichloroacetonitrile, 98% 545-06-2 Pricing
242768 Trifluoromethanesulfonic acid, 99% 1493-13-6 Pricing
264281 Trimethylsilyl trifluoromethanesulfonate, 99% 27607-77-8 Pricing