136573-60-9

Upstream product

• 136573-59-6 1,5-anhydro-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-D-arabino-hex-1-enitol 
• 13265-84-4 D-glucal 
• 98-88-4 benzoyl chloride 
• 58871-09-3 6-O-tert-butyldimethylsilyl-D-glucal 

Downstream Products

• 139209-40-8 C₃₂H₃₄O₁₃ 
• 139209-40-8 C₃₂H₃₄O₁₃ 
• 71021-15-3 1,6-anhydro-4-O-benzoyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranose 
• 116429-46-0 Benzoic acid (1R,2S,3S,4R,5R)-3,4-dihydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl ester 
• 139209-45-3 C₄₄H₅₄O₁₉ 
• 139209-46-4 C₆₀H₆₆O₁₉ 
• 139209-41-9 C₃₇H₃₉NO₁₃S 
• 139209-41-9 C₃₇H₃₉NO₁₃S 
• 136573-70-1 1,6-anhydro-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranose 
• 136573-67-6 1,6-di-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-iodo-β-D-glucopyranose 
• 136573-68-7 1,6-di-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-iodo-α-D-glucopyranose 
• 1032661-61-2 9-O-[3,4-di-O-benzoyl-1,2-dideoxy-D-glucopyranosyl]-7,8-di-O-benzoyl-4,10-dioxa-3-thia-2-azabicyclo[4.2.2]decane-3,3-dioxide 
• 1032661-40-7 (2R,3S,4R)-2-sulfamoyloxymethyl-3,4-dihydro-2H-pyran-3,4-diyldibenzoate 

Relevant academic research and scientific papers

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.

A New General Route to the Synthesis of Bicyclic Synthons from Glycals

Iodonium sym-dicollidine perchlorate (IDCP: bis(2,4,6-trimethylpyridine)iodine(1+) perchlorate) mediated intramolecular iodoalkoxylation of 3,4-di-O-substituted glycals 9a-14f gives rise to synthetically useful chiral bicyclic synthons 15a-20f respectivel