2,3,4,6-Tetra-O-acetyl-α-D-galactopyranosyl Trichloroacetimidate

• CAT Number: R004025
• CAS Number: 86520-63-0
• Molecular Formula: C16H20Cl3NO10
• Molecular Weight: 492.68
• Purity: ≥95%
• Synonyms: α-D-Galactopyranose, 2,3,4,6-Tetraacetate 1-(2,2,2-Trichloroethanimidate)
• Storage: -20°C
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(2,2,2-trichloroethanimidoyl)oxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C16H20Cl3NO10/c1-6(21)25-5-10-11(26-7(2)22)12(27-8(3)23)13(28-9(4)24)14(29-10)30-15(20)16(17,18)19/h10-14,20H,5H2,1-4H3/t10-,11+,12+,13-,14-/m1/s1
• InChIKey: IBUZGVQIKARDAF-MBJXGIAVSA-N
• SMILES: CC(=O)OCC1C(C(C(C(O1)OC(=N)C(Cl)(Cl)Cl)OC(=O)C)OC(=O)C)OC(=O)C

2,3,4,6-Tetra-O-acetyl-α-D-galactopyranosyl Trichloroacetimidate(CAT: R004025) is a highly efficient glycosyl donor widely used in the chemical synthesis of oligosaccharides and glycoconjugates. The compound features acetyl-protected hydroxyl groups that enhance solubility and protect from undesired side reactions, while the trichloroacetimidate group at the anomeric position allows for selective and high-yield α-glycosidic bond formation under mild Lewis acid catalysis. It is a key intermediate in constructing complex carbohydrate architectures used in vaccine development, biomolecular probes, and therapeutic glycans. Ideal for regio- and stereoselective glycosylation, this reagent is a staple in modern synthetic carbohydrate chemistry and glycomics research.