Date published: 2025-10-18

1-800-457-3801

SCBT Portrait Logo
Seach Input

Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (CAS 13343-63-0)

0.0(0)
Write a reviewAsk a question

Alternate Names:
Phenylmethyl 2-(Acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-α-D-glucopyranoside;
Application:
Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside is a useful synthetic intermediate for carbohydrate and oligosaccharide synthesis
CAS Number:
13343-63-0
Molecular Weight:
399.44
Molecular Formula:
C22H25NO6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside, a modified glucose derivative, plays a pivotal role in glycobiology research, offering insights into carbohydrate chemistry and glycan-mediated processes. Its mechanism of action lies in its structural resemblance to natural glucose moieties, enabling its utilization as a versatile substrate in enzymatic glycosylation reactions. This compound serves as a glycosyl donor in the synthesis of complex glycoconjugates and glycosylated molecules, facilitating the study of carbohydrate-protein interactions and cellular recognition events. Moreover, Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside serves as a valuable intermediate in the synthesis of carbohydrate-based materials, including glycoarrays, carbohydrate-based sensors, and glycoconjugate vaccines. Its chemical reactivity allows for selective modifications, enabling the creation of tailored glycan structures for investigating glycan function and molecular recognition. Additionally, this compound finds applications in carbohydrate synthesis strategies for accessing diverse carbohydrate libraries, contributing to the development of novel glycan-based vaccines. Through its versatile applications, Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside continues to advance our understanding of carbohydrate biology and pave the way for innovative research approaches aimed at unraveling the roles of glycans in various biological processes.


Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (CAS 13343-63-0) References

  1. A glucose derivative as natural alternative to the cyclohexane-1,2-diamine ligand in the anticancer drug oxaliplatin?  |  Berger, I., et al. 2007. ChemMedChem. 2: 505-14. PMID: 17340670
  2. Chemical synthesis of UDP-Glc-2,3-diNAcA, a key intermediate in cell surface polysaccharide biosynthesis in the human respiratory pathogens B. pertussis and P. aeruginosa.  |  Rejzek, M., et al. 2009. Org Biomol Chem. 7: 1203-10. PMID: 19262941
  3. Synthesis of 1,2-cis- and 1,2-trans-glycosides of 2-acetamido-4,6-O-benzylidene-2-deoxy-D-glucopyranose by anomeric O-alkylation.  |  Pertel, SS., et al. 2011. Carbohydr Res. 346: 685-8. PMID: 21320702
  4. Synthesis and anti-inflammatory activities of two new N-acetyl glucosamine derivatives.  |  Zhang, Z., et al. 2024. Sci Rep. 14: 11079. PMID: 38745047
  5. Synthesis of 2, 4-diacetamido-2, 4, 6-trideoxy-D-glucose and its identification with the diacetamido-sugar of Bacillus licheniformis  |  Liav, A., Hildesheim, J., Zehavi, U., & Sharon, N. 1973. Journal of the Chemical Society, Chemical Communications. 18: 668-669.
  6. Synthesis of β-d-Gal f-(1− 3)-d-GlcNAc by the Trichloroacetamidate Method and of β-d-Gal f-(1− 6)-d-GlcNAc by SnCl4-Promoted Glycosylation  |  Gallo-Rodriguez, C., Gandolfi, L., & de Lederkremer, R. M. 1999. Organic Letters. 1(2): 245-248.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside, 1 g

sc-221315
1 g
$236.00