Description

β-D-Ribofuranose, 5-deoxy-, 1,2,3-triacetate (CAS No. 62211-93-2) is a high-purity acetylated derivative of 5-deoxyribose, widely utilized in biochemical and pharmaceutical research. This compound, with the molecular formula C₁₁H₁₆O₇, is a key intermediate in nucleoside synthesis and carbohydrate chemistry. The triacetate protection enhances stability and solubility, making it ideal for controlled reactions in organic synthesis. It is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for sensitive applications. Store under inert conditions at 2-8°C to maintain integrity. Suitable for use in HPLC, NMR, and mass spectrometry analysis.

Properties

• CAS Number: 62211-93-2
• Complexity: 351
• IUPAC Name: [(2R,3R,4R,5S)-4,5-diacetoxy-2-methyl-tetrahydrofuran-3-yl] acetate
• InChI: InChI=1S/C11H16O7/c1-5-9(16-6(2)12)10(17-7(3)13)11(15-5)18-8(4)14/h5,9-11H,1-4H3/t5-,9-,10-,11+/m1/s1
• InChI Key: NXEJETQVUQAKTO-PRTGYXNQSA-N
• Exact Mass: 260.08960285
• Molecular Formula: C11H16O7
• Molecular Weight: 260.24
• SMILES: C[C@@H]1[C@H]([C@H]([C@@H](O1)OC(=O)C)OC(=O)C)OC(=O)C
• Topological: 88.1
• Monoisotopic Mass: 260.08960285
• Synonyms: beta-D-Ribofuranose, 5-deoxy-, 1,2,3-triacetate, 62211-93-2, 1,2,3-Tri-O-acetyl-5-deoxy-beta-D-ribofuranose, (2S,3R,4R,5R)-5-methyltetrahydrofuran-2,3,4-triyl triacetate, b-D-Ribofuranose, 5-deoxy-, triacetate, 5-Deoxy-1,2,3-triacetyl-5-deoxy-beta-D-ribose, 1,2,3-Tri-O-acetyl-5-deoxy-b-D-ribofuranose, [(2R,3R,4R,5S)-4,5-diacetyloxy-2-methyloxolan-3-yl] acetate, 5-Deoxy-1,2,3-triacetyl-5-deoxy-b-D-ribose, MFCD08458459, 1,2,3-Tri-O-acetyl-5-deoxy-|A-D-ribofuranose, 5-deoxy-1,2,3-tri-o-acetyl-d-ribofuranoside, SCHEMBL332385, CHEMBL3245957, DTXSID20958236, 1,2,3-Triacetoxy-5-deoxy-D-ribose, AKOS015951152, BCP9000034, CS-W003521, MT05315, AS-16067, 1,2,3-Tri-O-acetyl-5-deoxypentofuranose, T2607, 1,2,3-Triacetyl-5-Deoxy-beta-d-riboturanose, b-D-Ribofuranose, 5-deoxy-,1,2,3-triacetate, F14875, 5-deoxy-1,2,3-tri-o-acetyl-beta-d-ribofuranose, W-60070, 1,2,3-Tri-O-acetyl-5-deoxy-.beta.-D-ribofuranose, (2S,3R,4R,5R)-5-methyltetrahydrofuran-2,3,4-triyltriacetate, 1,2,3-Tri-O-acetyl-5-deoxy-beta-D-ribofuranose; 5-Deoxy-beta-D-ribofuranose Triacetate;

This compound serves as a critical precursor in the synthesis of modified nucleosides and nucleotides, particularly in antiviral and anticancer drug development. Its acetylated form facilitates selective deprotection for stepwise glycosylation reactions. Researchers also employ it in carbohydrate-based probe design for studying enzyme mechanisms. The product is compatible with automated solid-phase oligonucleotide synthesis.

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