1-[(2R,3R,4R,5R)-3-[(tert-butyldimethylsilyl)oxy]-4-[(phenoxymethanethioyl)oxy]-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase编号: 163397
• 分子式: C41H44N2O7SSi
• 平均质量: 736.94776
• 单一同位素质量: 736.26384929
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1ccc(=O)[nH]c1=O)COC(c1ccccc1)(c1ccccc1)c1ccccc1)OC(=S)Oc1ccccc1)O[Si](C)(C)C(C)(C)C
• Canonical SMILES: S=C(O[C@@H]1[C@@H](COC(c2ccccc2)(c2ccccc2)c2ccccc2)O[C@H]([C@@H]1O[Si](C(C)(C)C)(C)C)n1ccc(=O)[nH]c1=O)Oc1ccccc1
• InChI: InChI=1S/C41H44N2O7SSi/c1-40(2,3)52(4,5)50-36-35(49-39(51)47-32-24-16-9-17-25-32)33(48-37(36)43-27-26-34(44)42-38(43)45)28-46-41(29-18-10-6-11-19-29,30-20-12-7-13-21-30)31-22-14-8-15-23-31/h6-27,33,35-37H,28H2,1-5H3,(H,42,44,45)/t33-,35-,36-,37-/m1/s1
• InChIKey: SWCSKDJCJJBGIZ-UMHCDNJCSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,3R,4R,5R)-3-[(tert-butyldimethylsilyl)oxy]-4-[(phenoxymethanethioyl)oxy]-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 1-[(2R,3R,4R,5R)-3-[(tert-butyldimethylsilyl)oxy]-4-[(phenoxymethanethioyl)oxy]-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-3H-pyrimidine-2,4-dione
• 别名: 2'-O-[(1,1-Dimethylethyl)dimethylsilyl]-5'-O-(triphenylmethyl)uridine 3'-(O-Phenyl carbonothioate); 2'-O-(tert-Butyldimethylsilyl)-3'-O-(phenoxythioncarbonyl)-5'-O-trityluridine

登记号

• CAS号: 130860-11-6
• PubChem SID: 162257532
• PubChem CID: 11028996

理论计算性质

• Acid pKa: 9.701396
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 9.857472
• LogD (pH = 7.4): 9.855351
• Log P: 9.8575
• 摩尔折射率: 200.7587 cm^3
• 极化性: 80.9619 Å^3
• 极化表面积: 95.56 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Dichloromethane; Ethyl Acetate; Methanol
• 外观: White Crystalline Solid
• 熔点: 104-108°C

详细说明

Toronto Research Chemicals - B691650

A protected potential anti-cancer and anti-viral agent.

参考文献

• Lin, T-S., et al.: J. Med. Chem., 34, 693 (1991)