1,3,4,6-Tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranose

1,3,4,6-Tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranose (CAS No. 81704-02-1) 1,3,4,6-Tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranose is a chemically modified galactose derivative with applications in organic synthesis and biochemical research. Below is a comprehensive overview: Chemical Identity CAS Number : 81704-02-1 Product Code : A1251209 Molecular Formula : C₂₂H₂₃NO₁₁ Molecular Weight : 477.4 g/mol IUPAC Name : 1,3,4,6-Tetra-O-acetyl-2-deoxy-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-β-D-galactopyranose Physical Properties Appearance : White crystalline solid Purity : ≥98% (confirmed by ¹H-NMR) Melting Point : Not explicitly listed, but structurally similar compounds show high thermal stability. Solubility : Soluble in DMSO and common organic solvents like dichloromethane. Structural Features This compound features: A β-D-galactopyranose backbone with acetyl groups at the 1, 3, 4, and 6 positions. A phthalimido group (-N-phthaloyl) replacing the hydroxyl group at the 2-position, enhancing stability and reactivity for further chemical modifications. Stereochemical configuration preserved in the β-anomeric form. Applications Glycosylation Reactions : Used as a protected intermediate in carbohydrate synthesis. Pharmaceutical Research : Serves as a precursor for glycosidase inhibitors or glycomimetic drugs. Biochemical Probes : Employed in studies of enzyme-substrate interactions. Safety and Handling Hazard Statements : H302: Harmful if swallowed H317: May cause allergic skin reaction. Precautionary Measures : P280: Wear protective gloves/eye protection. P305+P351+P338: Rinse eyes cautiously if exposed. Storage : Store at ambient temperature in a tightly sealed container, protected from moisture. Regulatory and Compliance TSCA Status : Listed on the Toxic Substances Control Act inventory. DSL Status : Not included in Canada’s Domestic Substances List. This compound is commercially available in quantities ranging from 1g to 25g, with applications in academic and industrial research. Citations: https://pubchem.ncbi.nlm.nih.gov/compound/1_3_4_6-Tetra-O-acetyl-2-deoxy-D-glucopyranose https://pubchem.ncbi.nlm.nih.gov/compound/10504797 https://chempep.com/product/1346-tetra-o-acetyl-2-deoxy-2-phthalimido-d-galactopyranose/ https://synthose.com/products/AL363 https://www.sigmaaldrich.com/US/en/product/bldpharmatechcoltd/bl3h160c1ed6?context=bbe https://www.tcichemicals.com/IN/en/p/T2047 https://www.sigmaaldrich.com/US/en/product/ambeedinc/ambh580649d9?context=bbe https://www.tcichemicals.com/CA/en/p/T4028 https://www.sigmaaldrich.com/IN/en/product/achemblock/advh996bea28?context=bbe https://www.sigmaaldrich.com/ES/en/product/aldrich/728314 https://synthose.com/products/AG327 https://www.tcichemicals.com/IE/en/p/T2047 https://www.biosynth.com/p/MA07056/3006-60-8-2-acetamido-1346-tetra-o-acetyl-2-deox https://pubchem.ncbi.nlm.nih.gov/compound/1286737-83-4 https://pubchem.ncbi.nlm.nih.gov/compound/6547253 https://pubchem.ncbi.nlm.nih.gov/compound/133445