Date published: 2026-4-25

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Methyl 3,4-Di-O-benzyl-α-D-mannopyranoside (CAS 79218-87-4)

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CAS Number:
79218-87-4
Molecular Weight:
374.43
Molecular Formula:
C21H26O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Methyl 3,4-Di-O-benzyl-α-D-mannopyranoside is a chemical compound widely utilized in carbohydrate chemistry and glycosylation studies. Its primary role stems from its ability to serve as a glycosyl donor in organic synthesis, particularly in the formation of complex carbohydrate structures. The chemical structure of methyl 3,4-Di-O-benzyl-α-D-mannopyranoside contains two benzyl groups protecting the hydroxyl (OH) groups at positions 3 and 4 of the mannose ring, rendering them inert to reactions during glycosylation procedures. This compound is commonly employed in the synthesis of oligosaccharides and glycoconjugates, where precise control over glycosidic bond formation is crucial. Researchers also use methyl 3,4-Di-O-benzyl-α-D-mannopyranoside as a substrate or precursor in enzymatic assays and chemical reactions aimed at elucidating glycosylation mechanisms and enzyme specificity. Furthermore, its versatility extends to the preparation of carbohydrate-based materials for various applications, including drug delivery systems, biomaterials, and glycoengineering. By providing a stable and readily modifiable glycosyl donor, methyl 3,4-Di-O-benzyl-α-D-mannopyranoside plays a pivotal role in advancing our understanding of carbohydrate chemistry and in the development of novel carbohydrate-based materials with potential applications in diverse research fields.


Methyl 3,4-Di-O-benzyl-α-D-mannopyranoside (CAS 79218-87-4) References

  1. Chemistry of 1-Alkoxy-1-glycosyl Radicals: The Manno- and Rhamnopyranosyl Series. Inversion of alpha- to beta-Pyranosides and the Fragmentation of Anomeric Radicals.  |  Crich, D., et al. 1996. J Org Chem. 61: 605-615. PMID: 11666981
  2. Efficient synthesis of Man2, Man3, and Man5 oligosaccharides, using mannosyl iodide donors.  |  Lam, SN. and Gervay-Hague, J. 2005. J Org Chem. 70: 8772-9. PMID: 16238308
  3. Rapid assembly of gp120 oligosaccharide moieties via one-pot glycosidation-deprotection sequences.  |  Pastore, A., et al. 2010. Carbohydr Res. 345: 1316-23. PMID: 20334854
  4. Synthesis of a model of an inner chain of cell-wall proteoheteroglycan isolated from Piricularia oryzae: Branched D-mannopentaosides  |  Ogawa, T., & Sasajima, K. 1981. Carbohydrate Research. 93(1): 67-81.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Methyl 3,4-Di-O-benzyl-α-D-mannopyranoside, 100 mg

sc-221912
100 mg
$380.00