[(2R,3R,5S)-3-(benzoyloxy)-5-[2,4-dioxo-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidin-1-yl]-4,4-difluorooxolan-2-yl]methyl benzoate

• ChemBase编号: 168037
• 分子式: C23H18F2N2O7
• 平均质量: 475.37449903
• 单一同位素质量: 475.10563199
• SMILES: [C@@H]1(C([C@H](O[C@@H]1COC(=O)c1ccccc1)[15n]1[13c](=O)[15nH]c(=O)cc1)(F)F)OC(=O)c1ccccc1
• Canonical SMILES: O=c1cc[15n]([13c](=O)[15nH]1)[C@H]1O[C@@H]([C@H](C1(F)F)OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C23H18F2N2O7/c24-23(25)18(34-20(30)15-9-5-2-6-10-15)16(13-32-19(29)14-7-3-1-4-8-14)33-21(23)27-12-11-17(28)26-22(27)31/h1-12,16,18,21H,13H2,(H,26,28,31)/t16-,18-,21+/m1/s1/i22+1,26+1,27+1
• InChIKey: DBSVRWFIIMWGLT-MXOJBCDMSA-N

名称和登记号

名称

• IUPAC标准名: [(2R,3R,5S)-3-(benzoyloxy)-5-[2,4-dioxo-1,2,3,4-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-1-yl]-4,4-difluorooxolan-2-yl]methyl benzoate
• IUPAC传统名: [(2R,3R,5S)-3-(benzoyloxy)-5-[2,4-dioxo(2-^1^3C,1,3-^1^5N₂)-3H-pyrimidin-1-yl]-4,4-difluorooxolan-2-yl]methyl benzoate
• 别名: 1-(3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-α-D-erythro-pentofuranosyl)-2,4(1H,3H)-pyrimidinedione-13C,15N2; 1'-Epi 3,5-Dibenzoate-2,2-difluorouridine-13C,15N2

登记号

• PubChem SID: 162262169
• PubChem CID: 71316351

理论计算性质

• Acid pKa: 9.196126
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 3.9062488
• LogD (pH = 7.4): 3.8995245
• Log P: 3.906335
• 摩尔折射率: 110.9151 cm^3
• 极化性: 42.74635 Å^3
• 极化表面积: 111.24 Å^2
• 可自由旋转的化学键: 8
• 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: Amorphous White Solid
• 熔点: 63-73°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - E584502

A labelled intermediate in the synthesis of geminal difluoro nucleoside (α-anomer).

参考文献

• Wiley, J., et al.: J. Clin. Invest., 69, 479 (1982)
• Gandhi, V., et al.: Cancer Res., 50, 3675 (1982)
• Abbruzzese, J., et al.: J. Clin. Oncol., 9, 491 (1982)
• Flanagan, S., et al.: J. Biol. Chem., 272, 18026 (1982)