(2R,3R)-2-[(benzoyloxy)methyl]-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate

• ChemBase编号: 165898
• 分子式: C19H16F2O6
• 平均质量: 378.3235464
• 单一同位素质量: 378.09149467
• SMILES: [C@@H]1(C(C(O[C@@H]1COC(=O)c1ccccc1)O)(F)F)OC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)OC[C@H]1OC(C([C@@H]1OC(=O)c1ccccc1)(F)F)O
• InChI: InChI=1S/C19H16F2O6/c20-19(21)15(27-17(23)13-9-5-2-6-10-13)14(26-18(19)24)11-25-16(22)12-7-3-1-4-8-12/h1-10,14-15,18,24H,11H2/t14-,15-,18?/m1/s1
• InChIKey: PRZDMMRKPZAYHW-QOYAAKSSSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R)-2-[(benzoyloxy)methyl]-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate
• IUPAC传统名: (2R,3R)-2-[(benzoyloxy)methyl]-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate
• 别名: 3,5-Di-O-benzoyl-2,2-difluoro-2-deoxyribose; 2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate

登记号

• CAS号: 143157-22-6
• PubChem SID: 162260031
• PubChem CID: 11760620

理论计算性质

• Acid pKa: 9.756082
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 4.019349
• LogD (pH = 7.4): 4.017466
• Log P: 4.019373
• 摩尔折射率: 88.3104 cm^3
• 极化性: 34.477165 Å^3
• 极化表面积: 82.06 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO
• 外观: Brown Semi Solid

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D232785

Gemcitabine intermediate.

参考文献

• Balzarini, J., et al.: Biochem. Pharmacol., 1988, 37, 2847 (1988)
• Hertel, L., et al.: Cancer Res., 50, 4417 (1988)
• Marquez, V., et al.: J. Med. Chem., 33, 978 (1988)