136573-59-6

Basic information

• Product Name: 1,5-anhydro-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-D-arabino-hex-1-enitol
• Synonyms: 1,5-anhydro-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-D-arabino-hex-1-enitol
• CAS NO: 136573-59-6
• Molecular Weight: 468.622
• Mol File: 136573-59-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,5-anhydro-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-D-arabino-hex-1-enitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-anhydro-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-D-arabino-hex-1-enitol(136573-59-6)
• EPA Substance Registry System: 1,5-anhydro-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-D-arabino-hex-1-enitol(136573-59-6)

Safety Data

• Hazardous Substances Data: 136573-59-6(Hazardous Substances Data)

Upstream product

• 13265-84-4 D-glucal 
• 58871-09-3 6-O-tert-butyldimethylsilyl-D-glucal 
• 98-88-4 benzoyl chloride 

Downstream Products

• 136573-60-9 1,5-anhydro-3,4-di-O-benzoyl-2-deoxy-D-arabino-hex-1-enitol 
• 1354577-36-8 (2R,3S)-benzoic acid 2-(tert-butyldimethylsilanyloxymethyl)-3,4-dihydro-2H-pyran-3-yl ester 
• 58871-06-0 1,5-anhydro-3,6-di-O-benzoyl-2-deoxy-D-arabino-hex-1-enitol 
• 136573-68-7 1,6-di-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-iodo-α-D-glucopyranose 
• 136573-67-6 1,6-di-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-iodo-β-D-glucopyranose 
• 136573-61-0 1,6-anhydro-3,4-di-O-benzoyl-2-deoxy-2-iodo-β-D-glucopyranose 
• 136573-70-1 1,6-anhydro-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranose 

Relevant articles and documents

Stereocontrolled intramolecular aziridination of glycate: Ready access to aminoglycosides and mechanistic insights from DFT studies

Stereocontrolled intramolecular aziridination of the glycal-derived sulfamates offers a highly efficient strategy to divergently prepare aminoglycosides. Rhodium-catalyzed nitrogen-atom transfer to C=C bonds formed semistable aziridines, which were subjected to various nucleophiles (C, O, S, and N) to give cyclic sulfamate-containing aminosugar derivatives selectively. The second nucleophilic displacement of sulfonyloxy moieties of [1,2,3]-oxathiazepane-2,2-dioxides allows straightforward access to aminoglycosides with selective α- or β-linkages. This approach is operationally simple, complements existing methods, and is a versatile protocol for the synthesis of polyfunctionalized amino sugars. In addition, the mechanism of the rhodium-catalyzed intramolecular aziridination of glycals and its ring-opening reaction was extensively studied by using DFT calculations.