[(2R,3R,4R,5S,6S)-3,4,6-tris(acetyloxy)-5-hydroxyoxan-2-yl]methyl acetate

• ChemBase编号: 151403
• 分子式: C14H20O10
• 平均质量: 348.3026
• 单一同位素质量: 348.10564684
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)OC(=O)C)O)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](OC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C14H20O10/c1-6(15)20-5-10-12(21-7(2)16)13(22-8(3)17)11(19)14(24-10)23-9(4)18/h10-14,19H,5H2,1-4H3/t10-,11+,12-,13-,14-/m1/s1
• InChIKey: SHBHJRVMGYVXKK-XVIXHAIJSA-N

名称和登记号

名称

• IUPAC标准名: [(2R,3R,4R,5S,6S)-3,4,6-tris(acetyloxy)-5-hydroxyoxan-2-yl]methyl acetate
• IUPAC传统名: [(2R,3R,4R,5S,6S)-3,4,6-tris(acetyloxy)-5-hydroxyoxan-2-yl]methyl acetate
• 别名: β-D-吡喃甘露糖 1,3,4,6-四-O-乙酸酯; 1,3,4,6-四-O-乙酰基-β-D-吡喃甘露糖; β-D-Mannopyranose 1,3,4,6-tetra-O-acetate; 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose; 1,3,4,6-Tetraacetate β-D-Mannopyranose; 1,3,4,6-Tetra-O-acetyl-β-D-mannopyranose

登记号

• CAS号: 18968-05-3
• MDL号: MFCD00012354
• Beilstein号: 96634
• PubChem SID: 24858784; 162245557
• PubChem CID: 7269409

理论计算性质

• Acid pKa: 12.317718
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): -1.1680377
• LogD (pH = 7.4): -1.1680428
• Log P: -1.1680375
• 摩尔折射率: 72.5294 cm^3
• 极化性: 30.56413 Å^3
• 极化表面积: 134.66 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 160-161 °C(lit.)
• 比旋光度: [α]19/D -68°, c = 0.7 in pyridine

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: 98%
• Empirical Formula (Hill Notation): C14H20O10

详细说明

Sigma Aldrich - 310247

包装
100 mg in glass bottle

Toronto Research Chemicals - T282760

An intermediate in the preparation of precursors of 2-[18F]fluoro-2-deoxy-D-glucose for diagnostic use in positron emission tomography.

参考文献

• Maschauer, S. et al.: J. Lab. Comp. Radiopharmac., 48, 701 (2005)