Description

α-D-Ribofuranose, 1,3,5-tribenzoate (CAS No. 22224-41-5) is a high-purity, synthetic ribofuranose derivative extensively used in carbohydrate chemistry and nucleoside synthesis. This compound, with the molecular formula C₂₆H₂₂O₈, features a ribofuranose core protected by three benzoate groups at the 1, 3, and 5 positions, ensuring stability and reactivity for selective modifications. It is a critical intermediate in the preparation of modified nucleosides, oligonucleotides, and other bioactive molecules, making it indispensable for pharmaceutical research and development. Supplied as a white to off-white crystalline powder, it is rigorously tested for purity (≥97%) and consistency, ensuring optimal performance in sensitive synthetic applications. Suitable for use in organic synthesis, medicinal chemistry, and glycoscience research.

Properties

• CAS Number: 22224-41-5
• Complexity: 691
• IUPAC Name: [(2R,3S,4R,5R)-3,5-dibenzoyloxy-4-hydroxy-tetrahydrofuran-2-yl]methyl benzoate
• InChI: InChI=1S/C26H22O8/c27-21-22(33-24(29)18-12-6-2-7-13-18)20(16-31-23(28)17-10-4-1-5-11-17)32-26(21)34-25(30)19-14-8-3-9-15-19/h1-15,20-22,26-27H,16H2/t20-,21-,22-,26-/m1/s1
• InChI Key: HUHVPBKTTFVAQF-PIXQIBFHSA-N
• Exact Mass: 462.13146766
• Molecular Formula: C26H22O8
• Molecular Weight: 462.4
• SMILES: C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@H]([C@H](O2)OC(=O)C3=CC=CC=C3)O)OC(=O)C4=CC=CC=C4
• Topological: 108
• Monoisotopic Mass: 462.13146766
• Synonyms: 22224-41-5, 1,3,5-Tri-O-benzoyl-a-D-ribofuranose, alpha-D-Ribofuranose, 1,3,5-tribenzoate, 606-957-6, 1,3,5-Tri-O-benzoyl-alpha-d-ribofuranose, a-D-Ribofuranose, 1,3,5-tribenzoate, [(2R,3S,4R,5R)-3,5-dibenzoyloxy-4-hydroxyoxolan-2-yl]methyl benzoate, 1,3,5-tri-O-benzoyl-|A-D-ribofuranose, MFCD00080818, alpha-D-Ribofuranose 1,3,5-tribenzoate, 1,3,5-Tri-O-benzoylpentofuranose #, a-D-Ribofuranose 1,3,5-tribenzoate, 1,3,5-Tribenzoyl-alpha-D-ribofuranose, SCHEMBL813788, DTXSID601294785, AC-798, AKOS015967584, MT04028, AC-32445, alpha -D-Ribofuranose 1,3,5-tribenzoate, AS-15476, I+/–D-Ribofuranose, 1,3,5-tribenzoate, T2641, 1,3,5-Tri-O-benzoyl-.alpha.-d-ribofuranose, alpha-D-Ribofuranose 1,3,5-tribenzoate, 97%, H11334, [(2R,3S,4R,5R)-3,5-dibenzoyloxy-4-hydroxy-tetrahydrofuran-2-yl]methyl benzoate, 1,3,5-Tribenzoate-alpha-D-ribofuranose; 1,3,5-Tribenzoate Ribofuranose; alpha-D-1,3,5-Tri-O-benzoyl-ribofuranose

α-D-Ribofuranose, 1,3,5-tribenzoate serves as a key building block in the synthesis of nucleoside analogs and carbohydrate-based therapeutics. Its benzoate-protected hydroxyl groups allow for selective deprotection and functionalization, enabling the construction of complex glycoconjugates. Researchers utilize this compound in the development of antiviral and anticancer agents due to its role in modifying ribose moieties. It is also employed in oligonucleotide synthesis and as a precursor for glycosylation reactions. Ideal for academic and industrial laboratories focusing on drug discovery and biochemical studies.

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