Cas no 53081-25-7 (2,3,4,6-Tetra-O-benzyl-D-galactopyranose)

2,3,4,6-Tetra-O-benzyl-D-galactopyranose is a protected derivative of D-galactose, widely used in carbohydrate chemistry as a key intermediate for glycosylation reactions. The benzyl groups provide steric protection for the hydroxyl moieties, ensuring selective reactivity at the anomeric center during synthetic transformations. This compound is particularly valuable in the synthesis of oligosaccharides, glycoconjugates, and other complex glycosides due to its stability and compatibility with various glycosylation protocols. Its well-defined stereochemistry and high purity make it a reliable building block for precise structural modifications. The compound is commonly employed in pharmaceutical research, glycobiology, and the development of bioactive molecules requiring galactose-based scaffolds.
2,3,4,6-Tetra-O-benzyl-D-galactopyranose structure
53081-25-7 structure
Product Name:2,3,4,6-Tetra-O-benzyl-D-galactopyranose
CAS No:53081-25-7
MF:C34H36O6
MW:540.646050453186
MDL:MFCD00132927
CID:376422
PubChem ID:24900375
Update Time:2025-10-23

2,3,4,6-Tetra-O-benzyl-D-galactopyranose Chemical and Physical Properties

Names and Identifiers

    • 2,3,4,6-Tetra-O-benzyl-D-galactose
    • 2,3,4,6-Tetra-O-benzyl-D-galactopyranose
    • 2,3,4,6-tetrakis-O-(phenylmethyl)-D-Galactose
    • 2,3,4,6-Tetra-O-benz
    • 2,3,4,6-Tetra-O-benzyl-Dgalactopyranose
    • D-Galactose,2,3,4,6-tetrakis-O-(phenylmethyl)-
    • MDL: MFCD00132927
    • Inchi: 1S/C34H36O6/c35-21-32(38-23-28-15-7-2-8-16-28)34(40-25-30-19-11-4-12-20-30)33(39-24-29-17-9-3-10-18-29)31(36)26-37-22-27-13-5-1-6-14-27/h1-21,31-34,36H,22-26H2/t31-,32+,33+,34-/m1/s1
    • InChI Key: OUHUDRYCYOSXDI-ALMGMPQLSA-N
    • SMILES: O(CC1C=CC=CC=1)[C@@H]([C@@H](COCC1C=CC=CC=1)O)[C@@H]([C@H](C=O)OCC1C=CC=CC=1)OCC1C=CC=CC=1

Computed Properties

  • Exact Mass: 540.25100
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 40
  • Rotatable Bond Count: 17
  • Complexity: 649
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 4.7

Experimental Properties

  • Color/Form: powder
  • Density: 1.179±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 60-63 °C
  • Boiling Point: 576.06°C (rough estimate)
  • Refractive Index: 1.6000 (estimate)
  • Solubility: Insuluble (6.5E-4 g/L) (25 oC),
  • Water Partition Coefficient: Insoluble in water.
  • Stability/Shelf Life: Store in freezer
  • PSA: 66.38000
  • LogP: 5.67660
  • Solubility: Insoluble in water

2,3,4,6-Tetra-O-benzyl-D-galactopyranose Security Information

  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S24/25
  • Hazardous Material Identification: Xi
  • Safety Term:S24/25
  • Risk Phrases:R36/37/38

2,3,4,6-Tetra-O-benzyl-D-galactopyranose Pricemore >>

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2,3,4,6-Tetra-O-benzyl-D-galactopyranose Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:53081-25-7)2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE
Order Number:sfd3735
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:33
Price ($):discuss personally
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:53081-25-7)2,3,4,6-四-O-芐基-D-吡喃半乳糖
Order Number:LE2470851
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:39
Price ($):discuss personally
NewCan Biotech Limited
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(CAS:53081-25-7)2,3,4,6-Tetra-O-benzyl-D-galactopyranose
Order Number:NC12871
Stock Status:
Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:05
Price ($):Price inquiry

Additional information on 2,3,4,6-Tetra-O-benzyl-D-galactopyranose

Recent Advances in the Application of 2,3,4,6-Tetra-O-benzyl-D-galactopyranose (CAS: 53081-25-7) in Chemical and Biomedical Research

2,3,4,6-Tetra-O-benzyl-D-galactopyranose (CAS: 53081-25-7) is a key intermediate in carbohydrate chemistry, widely used in the synthesis of complex oligosaccharides, glycoconjugates, and glycodendrimers. Recent studies have highlighted its significance in drug discovery, vaccine development, and targeted drug delivery systems. This research brief provides an overview of the latest advancements and applications of this compound in the chemical and biomedical fields.

One of the most notable recent applications of 2,3,4,6-Tetra-O-benzyl-D-galactopyranose is in the synthesis of glycan-based vaccines. Researchers have utilized this compound to create structurally defined glycans that mimic pathogen-associated molecular patterns (PAMPs), enhancing the immune response. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy in developing a novel vaccine candidate against Streptococcus pneumoniae, showcasing improved antigenicity and stability.

In the realm of targeted drug delivery, 2,3,4,6-Tetra-O-benzyl-D-galactopyranose has been employed to functionalize nanoparticles for liver-specific delivery. The compound's galactose moiety interacts with asialoglycoprotein receptors (ASGPRs) on hepatocytes, enabling precise targeting. Recent work in Advanced Drug Delivery Reviews (2024) highlighted its role in improving the bioavailability of antiviral drugs, reducing off-target effects, and minimizing systemic toxicity.

Furthermore, advancements in synthetic methodologies have streamlined the production of 2,3,4,6-Tetra-O-benzyl-D-galactopyranose, making it more accessible for large-scale applications. A 2024 study in Organic Letters introduced a novel catalytic approach that reduces the number of synthetic steps while maintaining high yield and purity. This innovation is expected to lower production costs and facilitate broader use in both academic and industrial settings.

In conclusion, 2,3,4,6-Tetra-O-benzyl-D-galactopyranose (CAS: 53081-25-7) continues to be a versatile and valuable tool in chemical and biomedical research. Its applications in vaccine development, targeted drug delivery, and synthetic chemistry underscore its importance in advancing therapeutic strategies. Future research is likely to explore its potential in other areas, such as diagnostics and personalized medicine, further expanding its impact on the field.

Recommended suppliers
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(CAS:53081-25-7)2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE
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Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:53081-25-7)2,3,4,6-四-O-芐基-D-吡喃半乳糖
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