228399-02-8

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 157506-37-1 2,5-anhydro-4,6-di-O-benzoyl-3-O-methanesulfonyl-D-glucose ethylene acetal 
• 228399-00-6 2,5-anhydro-3,6-di-O-benzoyl-D-allose ethylene acetal 

Downstream Products

• 228399-13-1 2,5-anhydro-4-azido-3,6-di-O-benzoyl-4-deoxy-D-gulose ethylene acetal 
• 410082-10-9 C₂₀H₁₈N₄O₆ 
• 410082-11-0 2,5-anhydro-4-azido-3,6-di-O-benzoyl-4-deoxy-D-gulononitrile 
• 360577-78-2 5-(3-azido-2,5-di-O-benzoyl-3-deoxy-β-D-xylofuranosyl)tetrazole 
• 294664-46-3 3(5)-carbomethoxy-4-(2,5-di-O-benzoyl-3-O-methanesulfonyl-β-D-ribofuranosyl)pyrazole 
• 294664-45-2 C₂₄H₂₄O₁₀S 
• 294664-44-1 C₂₁H₂₀O₉S 

Relevant academic research and scientific papers

Synthesis and biological evaluation of new pyrazole- and tetrazole-related C-nucleosides with modified sugar moieties

3(5)-Carboxamido-4-(β-D-ribofuranosyl)pyrazoles bearing 2′-benzamido (15) and 3′-mesyloxy (29) isosteric groups, as well as the tetrazole C-nucleosides with 2-benzamido-2-deoxy-β-D-ribofuranose (19) and 3-azido-3-deoxy-β-D-xylofuranose (36) as sugar segments, have been synthesized starting from D-glucose, by utilizing the 2,5-anhydro-D-glucose ethylene acetal derivatives 1 and 20 as divergent intermediates. The C-nucleosides 15 and 36 were shown to be moderate inhibitors of the in vitro growth of both N2a and BHK 21 tumour cell lines, whereas 29 showed a selective, although not potent cytotoxic activity against N2a cells. Compound 29 also showed a moderate in vitro antiviral activity towards the rabies virus.

Stereospecific synthesis of two novel cytotoxic pyrazole C-nucleosides from D-glucose

A multistep stereospecific synthesis of two novel pyrazole C-nucleosides 12 and 21 has been achieved starting from D-glucose, by utilizing the 2,5- anhydro-D-glucose ethylene acetal derivative 1 as a divergent intermediate. The C-nucleoside 12 was shown to be a moderate inhibitor of the in vitro growth of N2a and BHK 21 tumor cell lines, whereas 21 showed a moderate cytotoxic activity only against N2a cells. (C) 2000 Published by Elsevier Science Ltd.