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Benzyl 2,3-Di-O-benzyl-β-D-galactopyranoside (CAS 74801-06-2)

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Alternate Names:
Phenylmethyl 2,3-Bis-O-(phenylmethyl)-β-D-galactopyranoside
CAS Number:
74801-06-2
Molecular Weight:
450.52
Molecular Formula:
C27H30O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Benzyl 2,3-Di-O-benzyl-β-D-galactopyranoside plays a significant role in carbohydrate chemistry research due to its utility as a versatile building block for synthesizing complex carbohydrates and glycoconjugates. Its structure comprises a galactopyranoside backbone with two hydroxyl groups substituted with benzyl moieties, providing accessibility for further chemical modifications. Researchers utilize this compound as a key precursor in the synthesis of various carbohydrate derivatives, including glycosides, glycopeptides, and glycolipids, through glycosylation reactions. Additionally, Benzyl 2,3-Di-O-benzyl-β-D-galactopyranoside serves as a substrate for enzymatic glycosylation processes, enabling investigations into the substrate specificity and catalytic mechanisms of glycosyltransferases. Furthermore, its structural features make it suitable for studying carbohydrate-protein interactions and carbohydrate-mediated biological recognition events. By employing this compound, researchers can explain the roles of carbohydrates in cellular processes, host-pathogen interactions, and immune responses. Overall, Benzyl 2,3-Di-O-benzyl-β-D-galactopyranoside serves as a valuable tool in carbohydrate chemistry research, facilitating the synthesis of diverse carbohydrate derivatives and contributing to a deeper understanding of carbohydrate-related biological phenomena.


Benzyl 2,3-Di-O-benzyl-β-D-galactopyranoside (CAS 74801-06-2) References

  1. The intermolecular migration of polyol stannylenes as a reaction contributing to the regioselectivity of substitution.  |  David, S. and Malleron, A. 2000. Carbohydr Res. 329: 215-8. PMID: 11086702
  2. Anchimeric assistance by the anomeric phenylthio group in the nucleophilic substitution of a 6-O-trifluoromethanesulfonyl-β-d-galactopyranoside  |  Compain-Batissou, M., Mesrari, L., Anker, D., & Doutheau, A. 1999. Carbohydrate research. 316(1-4): 201-205.
  3. A strategy for chemical synthesis of selectively methyl-esterified oligomers of galacturonic acid  |  Clausen, M. H., Jørgensen, M. R., Thorsen, J., & Madsen, R. 2001. Journal of the Chemical Society, Perkin Transactions 1. 5: 543-551.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzyl 2,3-Di-O-benzyl-β-D-galactopyranoside, 25 mg

sc-221319
25 mg
$300.00