[(3aS,5S,6R,6aS)-6-hydroxy-2,2-dimethyl-5-{[(4-methylbenzenesulfonyl)oxy]methyl}-tetrahydro-2H-furo[2,3-d][1,3]dioxol-3a-yl]methyl 4-methylbenzene-1-sulfonate

• ChemBase编号: 171882
• 分子式: C23H28O10S2
• 平均质量: 528.59242
• 单一同位素质量: 528.1123891
• SMILES: [C@@H]1(O)[C@H](COS(=O)(=O)c2ccc(cc2)C)O[C@@]2(COS(=O)(=O)c3ccc(cc3)C)OC(O[C@H]12)(C)C
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)OC[C@@H]1O[C@@]2([C@@H]([C@@H]1O)OC(O2)(C)C)COS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C23H28O10S2/c1-15-5-9-17(10-6-15)34(25,26)29-13-19-20(24)21-23(31-19,33-22(3,4)32-21)14-30-35(27,28)18-11-7-16(2)8-12-18/h5-12,19-21,24H,13-14H2,1-4H3/t19-,20+,21-,23-/m0/s1
• InChIKey: RWMGKKKBAWACGX-KGSLCBSSSA-N

名称和登记号

名称

• IUPAC标准名: [(3aS,5S,6R,6aS)-6-hydroxy-2,2-dimethyl-5-{[(4-methylbenzenesulfonyl)oxy]methyl}-tetrahydro-2H-furo[2,3-d][1,3]dioxol-3a-yl]methyl 4-methylbenzene-1-sulfonate
• IUPAC传统名: [(3aS,5S,6R,6aS)-6-hydroxy-2,2-dimethyl-5-{[(4-methylbenzenesulfonyl)oxy]methyl}-dihydro-5H-furo[2,3-d][1,3]dioxol-3a-yl]methyl 4-methylbenzenesulfonate
• 别名: 2,3-O-(1-Methylethylidene)-α-L-sorbofuranose 1,6-Bis(4-methylbenzene-sulfonate); 2,3-O-Isopropylidene 1,6-Di-p-toluenesulfonate α-L-Sorbofuranose; 2,3-O-Isopropylidene-1,6-ditosyl-L-sorboseSee D494335

登记号

• CAS号: 2484-55-1
• PubChem SID: 164227792
• PubChem CID: 71749601

理论计算性质

• Acid pKa: 12.951753
• 质子受体: 8
• 质子供体: 1
• LogD (pH = 5.5): 4.0726485
• LogD (pH = 7.4): 4.0726476
• Log P: 4.0726485
• 摩尔折射率: 124.4532 cm^3
• 极化性: 51.094276 Å^3
• 极化表面积: 134.66 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Off-White Solid
• 熔点: 118-120°C

详细说明

Toronto Research Chemicals - I824925

Used in the synthesis of oxy-bridged bicyclic aza-sugar and thio-sugar as potential glycosidase inhibitors.

参考文献

• Hoffman, D., et al.: Biochemistry, 7, 4479 (1968)
• Yoshikawa, M., et al.: Bioorg. Med. Chem., 10, 1547 (1968)