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CS-W001157 4
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Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

  • CAS No. 53008-65-4

  • Cat. No. CS-0098067
  • Molecule weight464.55
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside|CS-0098067

Structure of 53008-65-4

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General Information

  • CAS No. 53008-65-4
  • Cat. No. CS-0098067
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₃₂O₆
  • Molecular Weight 464.55
  • Synonym(s) Methyl 2,3,4-Tri-O-benzyl-alpha-D-glucopyranoside
  • SMILES OC[C@H]1O[C@H](OC)[C@H](OCC2=CC=CC=C2)[C@@H](OCC3=CC=CC=C3)[C@@H]1OCC4=CC=CC=C4

Description

Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside serves as a fully protected glycosyl donor for stereoselective glycosylation reactions. The tri-O-benzyl substitution stabilizes the anomeric center and enhances solubility in organic solvents. This derivative facilitates reliable access to complex oligosaccharides under mild activation conditions.

Synthesis

  • Route1
    • null|null
      2595-06-4
    • ~95%
    • In-stock
      Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside|CS-0098067
      53008-65-4

    References

    • Selvaraj, Peter R.; Paquette, Leo A. Heterocycles, 2007 , vol. 73, # C p. 165 - 168
  • Route2
    • null|null
      7177-79-9
    • ~98%
    • In-stock
      Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside|CS-0098067
      53008-65-4

    References

    • Tani, Shinki; Sawadi, Sho; Kojima, Masaru; Akai, Shoji; Sato, Ken-ichi Tetrahedron Letters, 2007 , vol. 48, # 17 p. 3103 - 3104
  • Route3
    • null|null
      7177-79-9
    • ~0%
    • In-stock
      Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside|CS-0098067
      53008-65-4
    • null|null
      19488-48-3

    References

    • Zhang, Yin-Jie; Dayoub, Wissam; Chen, Guo-Rong; Lemaire, Marc European Journal of Organic Chemistry, 2012 , # 10 p. 1960 - 1966

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.38
  • LogP   4.1062
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   11

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