294664-38-3

Basic information

• Product Name: 2,5-anhydro-3-benzamido-4,6-di-O-benzoyl-3-deoxy-D-allose ethylene acetal
• Synonyms: 2,5-anhydro-3-benzamido-4,6-di-O-benzoyl-3-deoxy-D-allose ethylene acetal
• CAS NO: 294664-38-3
• Molecular Weight: 517.535
• Mol File: 294664-38-3.mol

Chemical Properties

• CAS DataBase Reference: 2,5-anhydro-3-benzamido-4,6-di-O-benzoyl-3-deoxy-D-allose ethylene acetal(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-anhydro-3-benzamido-4,6-di-O-benzoyl-3-deoxy-D-allose ethylene acetal(294664-38-3)
• EPA Substance Registry System: 2,5-anhydro-3-benzamido-4,6-di-O-benzoyl-3-deoxy-D-allose ethylene acetal(294664-38-3)

Safety Data

• Hazardous Substances Data: 294664-38-3(Hazardous Substances Data)

Upstream product

• 228398-95-6 2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal 
• 228399-09-5 2,5-anhydro-3-azido-6-O-benzoyl-4-O-benzyl-3-deoxy-D-allose ethylene acetal 
• 228398-97-8 2,5-anhydro-4-O-benzyl-3,6-di-O-methanesulfonyl-D-glucose ethylene acetal 
• 157506-35-9 2,5-anhydro-3,6-di-O-methanesulfonyl-D-glucose ethylene acetal 
• 582-25-2 Potassium benzoate 
• 98-88-4 benzoyl chloride 

Downstream Products

• 294664-42-9 4-((2S,3S,4S,5R)-3-Benzoylamino-4-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carboxylic acid methyl ester 
• 294664-42-9 4-((2S,3S,4S,5R)-3-Benzoylamino-4-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-1H-pyrazole-3-carboxylic acid methyl ester 
• 360577-76-0 5-(2-benzamido-3,5-di-O-benzoyl-2-deoxy-β-D-ribofuranosyl)tetrazole 
• 410082-07-4 C₂₇H₂₄N₂O₇ 
• 410082-08-5 2,5-anhydro-3-benzamido-4,6-di-O-benzoyl-3-deoxy-D-allononitrile 
• 294664-41-8 methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate 
• 294664-40-7 methyl Z-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate 

Relevant articles and documents

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.