4-[(1E,3S,5Z,10S)-3,11-bis[(tert-butyldimethylsilyl)oxy]-2,6,10-trimethylundeca-1,5-dien-1-yl]-2-methyl-1,3-thiazole

• ChemBase编号: 162223
• 分子式: C30H57NO2SSi2
• 平均质量: 552.01508
• 单一同位素质量: 551.36485413
• SMILES: c1(scc(n1)/C=C(/[C@@H](O[Si](C(C)(C)C)(C)C)C/C=C(\CCC[C@@H](CO[Si](C(C)(C)C)(C)C)C)/C)\C)C
• Canonical SMILES: C[C@H](CO[Si](C(C)(C)C)(C)C)CCC/C(=C\C[C@@H](/C(=C/c1csc(n1)C)/C)O[Si](C(C)(C)C)(C)C)/C
• InChI: InChI=1S/C30H57NO2SSi2/c1-23(16-15-17-24(2)21-32-35(11,12)29(5,6)7)18-19-28(33-36(13,14)30(8,9)10)25(3)20-27-22-34-26(4)31-27/h18,20,22,24,28H,15-17,19,21H2,1-14H3/b23-18-,25-20+/t24-,28-/m0/s1
• InChIKey: VTUYIQLTBSOSCD-SKTKRZFLSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(1E,3S,5Z,10S)-3,11-bis[(tert-butyldimethylsilyl)oxy]-2,6,10-trimethylundeca-1,5-dien-1-yl]-2-methyl-1,3-thiazole
• IUPAC传统名: 4-[(1E,3S,5Z,10S)-3,11-bis[(tert-butyldimethylsilyl)oxy]-2,6,10-trimethylundeca-1,5-dien-1-yl]-2-methyl-1,3-thiazole
• 别名: 4-[(1E,3S,5Z,10S)-3,11-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2,6,10-trimethyl-1,5-undecadien-1-yl]-2-methyl-thiazole; 4-[(1E,3S,5Z,8R/S,10S)-3,11-Bis-{[tert-butyl(dimethyl)silyl]oxy}-2,6,10-trimethyl-undeca-1,5-dienyl]-2-methyl-1,3-thiazole

登记号

• CAS号: 210690-85-0
• PubChem SID: 162256358
• PubChem CID: 10984480

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 8.887678
• LogD (pH = 7.4): 8.888391
• Log P: 8.8884
• 摩尔折射率: 154.7204 cm^3
• 极化性: 64.59125 Å^3
• 极化表面积: 31.35 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Ethanol; Ethyl Acetate; Methanol; Toluene
• 外观: Colourless Oil

详细说明

Toronto Research Chemicals - B415890

An intermediate in the synthesis of Epothilones. Epothilones are polyketide natural products that inhibit cancer cells by a mechanism similar to paclitaxel, and also are effective against paclitaxel-resistant tumours. Epothilone D is in phase I clinical

参考文献

• Hoee, G., et al.: Pure Appl. Chem., 71, 11, 2019 (1999)
• Giannakakou, P., et al.: Proc. Natl. Acad. Sci. USA, 97, 2904 (2000)