4-(ethynyldimethylsilyl)benzoic acid | 221239-28-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(ethynyldimethylsilyl)benzoic acid
• 英文别名: 4-[Ethynyl(dimethyl)silyl]benzoic acid；4-[ethynyl(dimethyl)silyl]benzoic acid
• CAS: 221239-28-7
• 化学式: C₁₁H₁₂O₂Si
• 分子量: 204.301
• InChiKey: GRHTYTOUGSHYFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(ethynyldimethylsilyl)benzoic acid 在 N-甲基吗啉 、 copper(l) iodide 、 四(三苯基膦)钯 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 dimethyl 4-<3-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1,1-dimethyl-1-sila-2-propynyl>benzoyl-L-glutamate
  参考文献：
  名称：

  Potential silicon-containing antifolates

  摘要：

  Novel silicon-containing folate derivatives were synthesized as potential inhibitors of folate-dependent enzymes in an attempt to develop more effective antitumor agents. A dimethylsilyl moiety was inserted into the sidechain of two known antifolates with the aim of improving passive transport properties and sidechain conformational flexibility. An efficient, convergent palladium-catalyzed coupling methodology was used to link known heterocycles to novel, highly functionalized vinyl and ethynyl silanes. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01207-1
• 作为产物：
  描述：

  2-(4-溴苯基)-1,3-二氧戊环 在 sodium dihydrogenphosphate 、 双氧水 、 碘 、 草酸 、 silica gel 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 生成 4-(ethynyldimethylsilyl)benzoic acid
  参考文献：
  名称：

  Potential silicon-containing antifolates

  摘要：

  Novel silicon-containing folate derivatives were synthesized as potential inhibitors of folate-dependent enzymes in an attempt to develop more effective antitumor agents. A dimethylsilyl moiety was inserted into the sidechain of two known antifolates with the aim of improving passive transport properties and sidechain conformational flexibility. An efficient, convergent palladium-catalyzed coupling methodology was used to link known heterocycles to novel, highly functionalized vinyl and ethynyl silanes. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01207-1

文献信息

• Potential silicon-containing antifolates
  作者：Edward C. Taylor、Rajendra P. Chaudhuri、Samuel E. Watson

  DOI：10.1016/s0040-4020(98)01207-1

  日期：1999.2

  Novel silicon-containing folate derivatives were synthesized as potential inhibitors of folate-dependent enzymes in an attempt to develop more effective antitumor agents. A dimethylsilyl moiety was inserted into the sidechain of two known antifolates with the aim of improving passive transport properties and sidechain conformational flexibility. An efficient, convergent palladium-catalyzed coupling methodology was used to link known heterocycles to novel, highly functionalized vinyl and ethynyl silanes. (C) 1999 Elsevier Science Ltd. All rights reserved.