2-(2,3,4,5,6-Pentadeuteriophenyl)ethynyl-tri(propan-2-yl)silane | 1401307-49-0

• 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: 2-(2,3,4,5,6-Pentadeuteriophenyl)ethynyl-tri(propan-2-yl)silane
• 英文别名: 2-(2,3,4,5,6-pentadeuteriophenyl)ethynyl-tri(propan-2-yl)silane
• CAS: 1401307-49-0
• 化学式: C₁₇H₂₆Si
• 分子量: 263.439
• InChiKey: IZLRZCVZUWQQMW-RAGZBHKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-(2,3,4,5,6-Pentadeuteriophenyl)ethynyl-tri(propan-2-yl)silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以61%的产率得到苯乙炔-D5
  参考文献：
  名称：

  [EN] METHODS FOR PREPARING DEUTERATED 1,2,3-TRIAZOLES
  [FR] PROCÉDÉS DE PRÉPARATION DE 1,2,3-TRIAZOLES DEUTÉRIÉS

  摘要：

  公开号：

  WO2012135112A3
• 作为产物：
  描述：

  氘代溴苯 、 三异丙基硅基乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 作用下， 反应 1.5h， 以61%的产率得到2-(2,3,4,5,6-Pentadeuteriophenyl)ethynyl-tri(propan-2-yl)silane
  参考文献：
  名称：

  Synthesis of Deuterated 1,2,3-Triazoles

  摘要：

  The copper-catalyzed azide alkyne cycloaddition (CuAAC) is a highly effective method for the selective incorporation of deuterium atom into the C-5 position of the 1,2,3-triazole structure. Reactions of alkynes and azides can be conveniently carried out in a biphasic medium of CH2Cl2/D2O, using the CuSO4/Na ascorbate system. The mildness of the method renders it applicable to substrates of relatively high complexity, such as nucleosides. Good yields and high levels of deuterium incorporation were observed. A reaction conducted in equimolar H2O and D2O showed 2.7 times greater incorporation of hydrogen atom as compared to deuterium. This is consistent with the H+ and D+ ion concentrations in H2O and D2O, respectively. With appropriately deuterated precursors, partially to fully deuterated triazoles were assembled where the final deuterium atom was incorporated in the triazole-forming step.

  DOI：

  10.1021/jo301146j

文献信息

• [EN] METHODS FOR PREPARING DEUTERATED 1,2,3-TRIAZOLES<br/>[FR] PROCÉDÉS DE PRÉPARATION DE 1,2,3-TRIAZOLES DEUTÉRIÉS
  申请人：UNIV CITY NEW YORK RES FOUND

  公开号：WO2012135112A3

  公开（公告）日：2012-11-22
• Synthesis of Deuterated 1,2,3-Triazoles
  作者：Hari K. Akula、Mahesh K. Lakshman

  DOI：10.1021/jo301146j

  日期：2012.10.19

  The copper-catalyzed azide alkyne cycloaddition (CuAAC) is a highly effective method for the selective incorporation of deuterium atom into the C-5 position of the 1,2,3-triazole structure. Reactions of alkynes and azides can be conveniently carried out in a biphasic medium of CH2Cl2/D2O, using the CuSO4/Na ascorbate system. The mildness of the method renders it applicable to substrates of relatively high complexity, such as nucleosides. Good yields and high levels of deuterium incorporation were observed. A reaction conducted in equimolar H2O and D2O showed 2.7 times greater incorporation of hydrogen atom as compared to deuterium. This is consistent with the H+ and D+ ion concentrations in H2O and D2O, respectively. With appropriately deuterated precursors, partially to fully deuterated triazoles were assembled where the final deuterium atom was incorporated in the triazole-forming step.