(3aR,6R,6aR)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-ol

• ChemBase编号: 302440
• 分子式: C24H32O5Si
• 平均质量: 428.59338
• 单一同位素质量: 428.20190066
• SMILES: CC1(O[C@@H]2[C@H](OC([C@@H]2O1)O)CO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)C
• Canonical SMILES: OC1O[C@@H]([C@@H]2[C@H]1OC(O2)(C)C)CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C24H32O5Si/c1-23(2,3)30(17-12-8-6-9-13-17,18-14-10-7-11-15-18)26-16-19-20-21(22(25)27-19)29-24(4,5)28-20/h6-15,19-22,25H,16H2,1-5H3/t19-,20-,21-,22?/m1/s1
• InChIKey: OOVHEXLXHQNNLL-NJTYFVPYSA-N

名称和登记号

名称

• IUPAC标准名: (3aR,6R,6aR)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-ol
• IUPAC传统名: (3aR,6R,6aR)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-ol
• 别名: 5-O-叔丁基联苯基硅烷-2,3-O-异亚丙基-α,β-D-呋喃核糖; 5-O-tert-Butyldiphenylsilyl-2,3-O-isopropylidene-alpha,beta-D-ribofuranose

登记号

• CAS号: 141607-35-4
• MDL号: MFCD01075719

理论计算性质

• Acid pKa: 11.33733
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 5.4085994
• LogD (pH = 7.4): 5.40855
• Log P: 5.4086
• 摩尔折射率: 111.4044 cm^3
• 极化性: 46.88169 Å^3
• 极化表面积: 57.15 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 比旋光度: -28 (c=1.5 in chloroform)

安全信息

• TSCA收录: 否

参考文献

• Reaction with heteroaryllithium species provides a convenient method for synthesis of C-azanuleosides: J. Org. Chem., 61, 6079 (1996).