Atomfair 3-O-Benzyl-1,2:5,6-bis-O-isopropylidene-alpha-D-galactofuranose C19H26O6 CAS 22331-21-1

Description

3-O-Benzyl-1,2:5,6-bis-O-isopropylidene-alpha-D-galactofuranose (CAS No. 22331-21-1) is a highly specialized carbohydrate derivative designed for advanced research and pharmaceutical applications. This compound, with the molecular formula C₁₉H₂₆O₆, features a benzyl-protected galactofuranose core with dual isopropylidene groups, ensuring stability and reactivity for selective synthetic transformations. Ideal for glycosylation studies, nucleoside synthesis, and glycoconjugate research, this reagent offers exceptional purity (>95%) and is rigorously tested for consistency. Packaged under inert conditions to prevent degradation, it is a critical tool for chemists and biochemists working on carbohydrate chemistry, drug discovery, and glycobiology.

Properties

• CAS Number: 22331-21-1
• Complexity: 473
• IUPAC Name: (3aR,5R,6R,6aR)-6-benzyloxy-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
• InChI: InChI=1S/C19H26O6/c1-18(2)21-11-13(23-18)14-15(20-10-12-8-6-5-7-9-12)16-17(22-14)25-19(3,4)24-16/h5-9,13-17H,10-11H2,1-4H3/t13-,14-,15-,16-,17-/m1/s1
• InChI Key: ZHFVGOMEUGAIJX-WRQOLXDDSA-N
• Exact Mass: 350.17293854
• Molecular Formula: C19H26O6
• Molecular Weight: 350.4
• SMILES: CC1(OC[C@@H](O1)[C@@H]2[C@H]([C@@H]3[C@H](O2)OC(O3)(C)C)OCC4=CC=CC=C4)C
• Topological: 55.4
• Monoisotopic Mass: 350.17293854
• Synonyms: 22331-21-1, 3-O-Benzyl-1,2:5,6-bis-O-isopropylidene-alpha-D-galactofuranose, 3-O-Benzyl-1,2, (3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole, 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-a-D-allofuranose, (3aR,5R,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole, (4R)-4-[(3aR,5R,6R,6aR)-6-(benzyloxy)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]-2,2-dimethyl-1,3-dioxolane, 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-alpha-D-allofuranose, SCHEMBL6839652, ZHFVGOMEUGAIJX-WRQOLXDDSA-N, AKOS027380593, HY-W357106, MB02837, BS-28125, G66629, 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-?-D-allofuranose, 3-O-Benzyl- 1.2:5.6-di-O-isopropylidene-alpha-D-allofuranose, 3-O-Benzyl-1,2:5,6-bis(di-O-isopropylidene)-a-D-allofuranose

This compound is widely used as a key intermediate in the synthesis of complex carbohydrates and glycoconjugates. It serves as a protected galactofuranose donor in glycosylation reactions, enabling the construction of biologically relevant oligosaccharides. Researchers utilize it in the development of glycomimetics and carbohydrate-based therapeutics. Its stability and reactivity make it suitable for automated solid-phase synthesis and combinatorial chemistry. Additionally, it finds applications in the study of enzyme mechanisms and carbohydrate-protein interactions.

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