2,2-difluoro-(3-t-butyldiphenylsilyloxymethyl)cyclopropylmethanol | 669088-83-9

• 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: 2,2-difluoro-(3-t-butyldiphenylsilyloxymethyl)cyclopropylmethanol
• 英文别名: [(1R,3R)-3-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-difluorocyclopropyl]methanol
• CAS: 669088-83-9
• 化学式: C₂₁H₂₆F₂O₂Si
• 分子量: 376.519
• InChiKey: CMQPTIALJGHENU-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-difluoro-(3-t-butyldiphenylsilyloxymethyl)cyclopropylmethanol 在 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 生成
  参考文献：
  名称：

  gem-Difluorocyclopropane as core molecule candidate for liquid crystal compounds

  摘要：

  The synthesis of a novel chiral gem-difluorocyclopropane building block has been accomplished using chemo-enzymatic reaction protocol; the prochiral diol of 1,4-bis(2,2-difluoro-3-(hydroxymethyl)cyclopropyl)benzene (5) was converted to the corresponding chiral diacetate by Pseudomonas lipase (lipase SL-25, Meito)-catalyzed transesterification with vinyl acetate as acyl donor with > 99% enantiomeric excess. Various types of diesters or dialkyl ether were prepared from the diol and their helical twisting power (HTP) was evaluated by addition of 1.0 wt% to a non-chiral nematic liquid crystal host; the HTP was significantly dependent on the structure of ester or ether moieties and diester of diol 5 with isopropylfumalic acid showed the largest HTP. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.05.004
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 、 (1R,3R)-1,3-bis(hydroxymethyl)-2,2-difluorocyclopropane 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以45%的产率得到2,2-difluoro-(3-t-butyldiphenylsilyloxymethyl)cyclopropylmethanol
  参考文献：
  名称：

  Synthesis of novel gem-difluorinatedcyclopropane hybrids: Applications for DNA cleavage agents switched by photo irradiation

  摘要：

  A strong DNA cleavage property switched by photo irradiation was found for 9-anthracenecarboxylic acid substituted gem-difluorocyclopropane derivatives; in particular, a clear contrast in the activity was observed between the enantiomers of (S,S)- and (R,R)-3-aminomethyl-2,2-difluorocyclopropylmethyl 9-anthracenecarboxylate. (C) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.021