N-Boc-1-(O-TBS)-(2S,3R)-4E-2-amino-7,7,8,8,9,9,10,10,11,11,12,12,12-tridecafluorodo-dec-4-en-3-diol | 1392096-41-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N-Boc-1-(O-TBS)-(2S,3R)-4E-2-amino-7,7,8,8,9,9,10,10,11,11,12,12,12-tridecafluorodo-dec-4-en-3-diol
• CAS: 1392096-41-1
• 化学式: C₂₃H₃₄F₁₃NO₄Si
• 分子量: 663.592
• InChiKey: NBSQRSMXPAPASU-XACNLCELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.95
• 重原子数：
  42.0
• 可旋转键数：
  12.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  67.79
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-(perfluorohexyl)prop-1-ene 、 tert-butyl ((2S,3R)-1-((tert-butyldimethylsilyl)oxy)-3-hydroxypent-4-en-2-yl)carbamate 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以46%的产率得到N-Boc-1-(O-TBS)-(2S,3R)-4E-2-amino-7,7,8,8,9,9,10,10,11,11,12,12,12-tridecafluorodo-dec-4-en-3-diol
  参考文献：
  名称：

  Sphingosine and clavaminol H derivatives bearing fluorinated chains and their cytotoxic activity

  摘要：

  Microwave induced cross-metathesis of perfluoroalkylated propenes with a substituted allyl alcohol is a simple and straightforward method for the synthesis of sphingosine derivatives possessing perfluoroalkyl chains. One of the prepared compounds was converted into the fluorinated clavaminol H derivative and its deacetylated congener. Selected compounds were subjected to preliminary testing for cytotoxic activity on several cancer cell lines. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.06.005