methyl (4R)-4-[tert-butyl(dimethyl)silyl]oxy-5,5-difluoro-2-phenylsulfanylpentanoate | 1338560-77-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: methyl (4R)-4-[tert-butyl(dimethyl)silyl]oxy-5,5-difluoro-2-phenylsulfanylpentanoate
• CAS: 1338560-77-2
• 化学式: C₁₈H₂₈F₂O₃SSi
• 分子量: 390.567
• InChiKey: LDARGLUPLHZONC-GICMACPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (4R)-4-[tert-butyl(dimethyl)silyl]oxy-5,5-difluoro-2-phenylsulfanylpentanoate 在 六甲基磷酰三胺 、 copper(l) iodide 、 trans-bis(triphenylphosphine)palladium dichloride 、 对甲苯磺酸 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Design and synthesis of C35-fluorinated solamins and their growth inhibitory activities against human cancer cell lines

  摘要：

  The convergent synthesis of C35-fluorinated analogues of solamin, a mono-THF Annonaceous acetogenin, has been achieved by the Sonogashira coupling of the THF ring fragment and the fluorinated gamma-lactone fragment. It was revealed that the number of fluorine atoms on the gamma-lactone moiety affects the growth inhibitory activities against human cancer cell lines. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.011
• 作为产物：
  描述：

  (2R)-3,3-difluoro-2-[(1-tert-butyl-1,1-dimethylsilyl)oxy]-1-propanol 在 2,6-二甲基吡啶 、 六甲基磷酰三胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 methyl (4R)-4-[tert-butyl(dimethyl)silyl]oxy-5,5-difluoro-2-phenylsulfanylpentanoate
  参考文献：
  名称：

  Design and synthesis of C35-fluorinated solamins and their growth inhibitory activities against human cancer cell lines

  摘要：

  The convergent synthesis of C35-fluorinated analogues of solamin, a mono-THF Annonaceous acetogenin, has been achieved by the Sonogashira coupling of the THF ring fragment and the fluorinated gamma-lactone fragment. It was revealed that the number of fluorine atoms on the gamma-lactone moiety affects the growth inhibitory activities against human cancer cell lines. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.011

文献信息

• Design and synthesis of C35-fluorinated solamins and their growth inhibitory activities against human cancer cell lines
  作者：Naoto Kojima、Yuki Suga、Hiromi Hayashi、Takao Yamori、Takehiko Yoshimitsu、Tetsuaki Tanaka

  DOI：10.1016/j.bmcl.2011.08.011

  日期：2011.10

  The convergent synthesis of C35-fluorinated analogues of solamin, a mono-THF Annonaceous acetogenin, has been achieved by the Sonogashira coupling of the THF ring fragment and the fluorinated gamma-lactone fragment. It was revealed that the number of fluorine atoms on the gamma-lactone moiety affects the growth inhibitory activities against human cancer cell lines. (C) 2011 Elsevier Ltd. All rights reserved.