(((3R,8R,9R,10S,13S,14R,17S)-10,13-dimethyl-17-((S)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)trimethylsilane | 1224963-83-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (((3R,8R,9R,10S,13S,14R,17S)-10,13-dimethyl-17-((S)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)trimethylsilane
• CAS: 1224963-83-0
• 化学式: C₃₀H₅₄OSi
• 分子量: 458.844
• InChiKey: CBVJJGRSRFXUPK-TYRRVVJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.25
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  ent-cholesterol 、 六甲基二硅氮烷 在 Oxone 、 potassium iodide 作用下， 以 二氯甲烷 、 水 为溶剂， 以97%的产率得到(((3R,8R,9R,10S,13S,14R,17S)-10,13-dimethyl-17-((S)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)trimethylsilane
  参考文献：
  名称：

  Rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalysed by in situ generated I 2 using Oxone®/KI or cerium ammonium nitrate (CAN)/KI systems under mild conditions

  摘要：

  结构多样化的醇和酚在六甲基二硅氮烷（HMDS）存在下与由Oxone®/KI或CAN/KI体系原位生成的催化量碘进行的反应中，以清洁高效的方式进行了三甲基硅烷化。这些反应在室温下在湿润的氯仿中迅速进行，产率良好至高。

  DOI：

  10.1007/s12039-011-0120-5

文献信息

• H₅IO₆/KI: A New Combination Reagent for Iodination of Aromatic Amines, and Trimethylsilylation of Alcohols and Phenols through<i>in situ</i>Generation of Iodine under Mild Conditions
  作者：Mohammad Ali Zolfigol、Ardeshir Khazaei、Eskandar Kolvari、Nadiya Koukabi、Hamid Soltani、Maryam Behjunia

  DOI：10.1002/hlca.200900259

  日期：2010.3

  A simple method for the in situ generation of iodine using H5IO6/KI has been developed, and its application in silylation of OH group and iodination of aromatic amines is described.

  已开发出一种使用H 5 IO 6 / KI原位生成碘的简单方法，并描述了其在OH基甲硅烷基化和芳族胺碘化中的应用。
• A new crystal engineering approach for the synthesis of {[K.18-Crown-6]I3}n as a nanotube-Like and recyclable catalyst for the chemoselective silylation of alcohols
  作者：M. A. Zolfigol、E. Kolvari、N. Koukabi、S. Salehzadeh、G. Chehardoli、I. S. Tidmarsh、K. Niknam

  DOI：10.1007/bf03249082

  日期：2011.6

  Reaction of 18-crown-6 with KI in ethanol solution followed by addition of iodine (I-2) afforded a unique triiodide salt with a nanotube-like structure ([K.18-Crown-6]I-3}(n)). It is shown that this reagent may be used for the chemoselective trimethylsilylation of alcohols. The synthesis of the crystalline reagent is a good example of crystal engineering. Reagent was recycled and reused.