Cas no 220017-49-2 (1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside)

1,2,3,6-Tetra-O-pivaloyl-α-D-galactofuranoside is a protected galactofuranosyl derivative widely used in carbohydrate chemistry and glycobiology research. The pivaloyl (trimethylacetyl) groups provide steric hindrance, enhancing stability against enzymatic and chemical degradation while facilitating selective deprotection strategies. This compound serves as a key intermediate in the synthesis of complex oligosaccharides, glycoconjugates, and glycomimetics, particularly those involving galactofuranose residues found in microbial pathogens. Its high purity and well-defined stereochemistry make it valuable for mechanistic studies and the development of glycosylation protocols. The robust protecting groups ensure compatibility with diverse reaction conditions, enabling precise control in multi-step synthetic routes.
1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside structure
220017-49-2 structure
Product Name:1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside
CAS No:220017-49-2
MF:C26H44O10
MW:516.621569633484
CID:1059271
PubChem ID:69116476
Update Time:2025-05-28

1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside Chemical and Physical Properties

Names and Identifiers

    • 1,2,3,6-Tetra-O-pivaloyl-α-D-galactofuranoside
    • [(2R)-2-hydroxy-2-[(2S,3S,4R)-3,4,5-tris(2,2-dimethylpropanoyloxy)oxolan-2-yl]ethyl] 2,2-dimethylpropanoate
    • 1,2,3,6-TETRA-O-PIVALOYL-A-D-GALACTOFURANOSIDE
    • 1,2,3,6-Tetra-O-pivaloyl-
    • A-D-galactofuranoside
    • [(2R)-2-hydroxy-2-[(2S,3S,4R)-3,4,5-tris(2,2-dimethylpropanoyloxy)oxolan-2-yl]ethyl]2,2-dimethylpropanoate
    • alpha-D-Galactofuranose, 1,2,3,6-tetrakis(2,2-dimethylpropanoate)
    • UNII-3W6JGY33Z7
    • ((2R)-2-Hydroxy-2-((2S,3S,4R)-3,4,5-tris(2,2-dimethylpropanoyloxy)oxolan-2-yl)ethyl)2,2-dimethylpropanoate
    • 220017-49-2
    • [(2R)-2-hydroxy-2-[(2S,3S,4R,5R)-3,4,5-tris(2,2-dimethylpropanoyloxy)oxolan-2-yl]ethyl] 2,2-dimethylpropanoate
    • 3W6JGY33Z7
    • (2R,3R,4S,5S)-5-((R)-1-Hydroxy-2-(pivaloyloxy)ethyl)tetrahydrofuran-2,3,4-triyl tris(2,2-dimethylpropanoate)
    • SCHEMBL4618517
    • 1,2,3,6-TETRA-O-PIVALOYL-ALPHA-D-GALACTOFURANOSIDE
    • 1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside
    • Inchi： 1S/C26H44O10/c1-23(2,3)19(28)32-13-14(27)15-16(34-20(29)24(4,5)6)17(35-21(30)25(7,8)9)18(33-15)36-22(31)26(10,11)12/h14-18,27H,13H2,1-12H3/t14-,15+,16+,17-,18-/m1/s1
    • InChI Key： QKVPHRSJRTWUAC-DISONHOPSA-N
    • SMILES： O1[C@@H]([C@@H]([C@H]([C@@H]1[C@@H](COC(C(C)(C)C)=O)O)OC(C(C)(C)C)=O)OC(C(C)(C)C)=O)OC(C(C)(C)C)=O

Computed Properties

  • Exact Mass: 516.29300
  • Monoisotopic Mass: 516.29344760g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 36
  • Rotatable Bond Count: 14
  • Complexity: 820
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.8
  • Topological Polar Surface Area: 135?2

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Melting Point: 102-106°C
  • Boiling Point: 563.4±50.0 °C at 760 mmHg
  • Flash Point: 171.9±23.6 °C
  • Solubility: Chloroform, Ethyl Acetate,
  • PSA: 134.66000
  • LogP: 3.16660
  • Vapor Pressure: 0.0±3.5 mmHg at 25°C

1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside Security Information

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
T306350-250mg
1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside
 220017-49-2
250mg
 $ 98.00 2023-09-06
TRC
T306350-500mg
1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside
 220017-49-2
500mg
 $ 115.00 2023-09-06
TRC
T306350-1g
1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside
 220017-49-2
1g
 $ 161.00 2023-09-06

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