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

• ChemBase编号: 165899
• 分子式: C20H18F2O8S
• 平均质量: 456.4139264
• 单一同位素质量: 456.06904498
• SMILES: [C@@H]1(C(C(O[C@@H]1COC(=O)c1ccccc1)OS(=O)(=O)C)(F)F)OC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)OC[C@H]1OC(C([C@@H]1OC(=O)c1ccccc1)(F)F)OS(=O)(=O)C
• InChI: InChI=1S/C20H18F2O8S/c1-31(25,26)30-19-20(21,22)16(29-18(24)14-10-6-3-7-11-14)15(28-19)12-27-17(23)13-8-4-2-5-9-13/h2-11,15-16,19H,12H2,1H3/t15-,16-,19?/m1/s1
• InChIKey: LIAQHZDWFACWFK-QNRNLVPOSA-N

名称和登记号

名称

• IUPAC标准名: [(2R,3R)-3-(benzoyloxy)-4,4-difluoro-5-(methanesulfonyloxy)oxolan-2-yl]methyl benzoate; (2R,3R)-2-[(benzoyloxy)methyl]-4,4-difluoro-5-(methanesulfonyloxy)oxolan-3-yl benzoate
• IUPAC传统名: [(2R,3R)-3-(benzoyloxy)-4,4-difluoro-5-(methanesulfonyloxy)oxolan-2-yl]methyl benzoate; (2R,3R)-2-[(benzoyloxy)methyl]-4,4-difluoro-5-(methanesulfonyloxy)oxolan-3-yl benzoate
• 别名: 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate 1-Methanesulfonate; 2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate 1-Methanesulfonate; 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate

登记号

• CAS号: 122111-11-9
• PubChem SID: 162260032
• PubChem CID: 10950541

理论计算性质

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 3.9555373
• LogD (pH = 7.4): 3.9555373
• Log P: 3.9555373
• 摩尔折射率: 101.0629 cm^3
• 极化性: 40.68842 Å^3
• 极化表面积: 105.2 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

• 溶解度: Chloroform; Dichloromethane; Ethanol; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: 66-74°C

安全信息

• 保存条件: Hygroscopic, Refrigerator, Under Inert Atmosphere

产品相关信息

• 纯度: 95+%

详细说明

Toronto Research Chemicals - D232790

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)