Name: 3,4,6-Tri-O-benzyl-D-glucal
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- Overview
  - 3,4,6-Tri-O-benzyl-D-glucal is a benzyl protected, 2,3 unsaturated glucal used as a chiral intermediate. The C2-C3 double bond of the pyranose ring can be modified via a variety of reactions including: hydrogenation, oxidation, hydroxylation, and aminohydroxylation, to generate structural complexity. 3,4,6-Tri-O-benzyl-D-glucal also minimizes tedious protecting-group strategies required for fully oxygenated sugars. The products of 2,3 unsaturated glycosides as chiral intermediates have played a role in the synthesis of many biologically active compounds, such as, nucleosides and modified sugar derivatives.
    
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- Properties
  - Alternative Name
    
    1,5-Anhydro-3,4,6-tri-O-benzyl-2-deoxy-D-arabinohex-1-enitol
    
    CAS Number
    
    55628-54-1
    
    Molecular Formula
    
    C27H28O4
    
    Molecular Weight
    
    416.51 g/mol
    
    MDL Number
    
    MFCD00061640
    
    Note
    
    There is no hazardous surcharge associated with this product.
    There is no special packaging charge associated with this product.
    
    * For research use only. Not for human or veterinary use
- Reference
  - Mei et al (2020). FeCl3/C as an efficient catalyst for Ferrier rearrangement of 3,4,6-tri-O-Benzyl-D-glucal. Journal of Carbohydrate Chemistry 39:232-249
    Zhang (2013). A Facile H2SO4-SiO2–Catalyzed Ferrier Rearrangement of 3,4,6-Tri-O-benzyl-D-glucal. Journal of Carbohydrate Chemistry 32:380-391
    Scott et al (1996) An efficient synthesis of 3,4,6-tri-O-benzyl- 2-C-methyl-D-glucal. Carboshydrate Research 291:205-208

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