3-methoxy-17-(trifluoromethyl)estra-1,3,5(10)-trien-17-ol | 118143-29-6

• 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: 3-methoxy-17-(trifluoromethyl)estra-1,3,5(10)-trien-17-ol
• 英文别名: (8R,9S,13S,14S)-3-methoxy-13-methyl-17-(trifluoromethyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
• CAS: 118143-29-6
• 化学式: C₂₀H₂₅F₃O₂
• 分子量: 354.413
• InChiKey: CNSKMNSOYOEGKY-OKLPXFMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-甲氧基雌酮 在 四丁基氟化铵 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 39.0h， 生成 3-methoxy-17-(trifluoromethyl)estra-1,3,5(10)-trien-17-ol
  参考文献：
  名称：

  Synthetic methods and reactions. 141. Fluoride-induced trifluoromethylation of carbonyl compounds with trifluoromethyltrimethylsilane (TMS-CF3). A trifluoromethide equivalent

  摘要：

  DOI：

  10.1021/ja00183a073

文献信息

• Preparation of trifluoromethyl and other perfluoroalkyl compounds with (perfluoroalkyl)trimethylsilanes
  作者：Ramesh Krishnamurti、Donald R. Bellew、G. K. Surya Prakash

  DOI：10.1021/jo00003a017

  日期：1991.2

  The preparation of a variety of novel perfluoroalkyl-substituted compounds in high yields using easily prepared (perfluoroalkyl)trimethylsilanes (1a-c) is described. (Trifluoromethyl)-, (pentafluoroethyl)-, and (heptafluoropropyl)trimethylsilane, 1a-c, respectively, react readily with carbonyl compounds, such as aldehydes and ketones, by a fluoride-initiated catalytic process. Fluoride-initiated addition of 1 to a carbonyl group generates an oxyanionic species which then further catalyzes the reaction. Even enolizable carbonyl compounds react cleanly under the reaction conditions. A study of the scope of the reactivity of 1a toward other carbonyl groups in esters, lactones and an acid chloride was also carried out. Thus 1a reacts cleanly with five- and six-membered ring lactones. However, unactivated esters do not react under the reaction conditions. The acid chloride reacts with 1a to give a mixture of products.
• PRAKASH, G. K. SURYA;KRISHNAMURTI, RAMESH;OLAH, GEORGE A., J. AMER. CHEM. SOC., 111,(1989) N, C. 393-395
  作者：PRAKASH, G. K. SURYA、KRISHNAMURTI, RAMESH、OLAH, GEORGE A.

  DOI：——

  日期：——