3-[3,5-bis[3-(3,5-dimethylphenoxy)propoxy]phenoxy]propan-1-ol | 216968-16-0

• 英文名称: 3-[3,5-bis[3-(3,5-dimethylphenoxy)propoxy]phenoxy]propan-1-ol
• CAS: 216968-16-0
• 化学式: C₃₁H₄₀O₆
• 分子量: 508.655
• InChiKey: WEMUWCQBEACESP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.38
• 重原子数：
  37.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-[3,5-bis[3-(3,5-dimethylphenoxy)propoxy]phenoxy]propan-1-ol 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以96%的产率得到1-(3-bromopropoxy)-3,5-bis[3-(3,5-dimethylphenoxy)propoxy]benzene
  参考文献：
  名称：

  An accelerated, improved synthetic route for the preparation of polyether-based dendritic fragments

  摘要：

  An accelerated, improved synthetic strategy for the rapid construction of two different series of polyether-based dendritic fragments is described. Several modifications to;the original method for the preparation of these dendritic fragments are detailed. A new branching agent, 5-(3-hydroxypropyloxy)1,3-resorcinol 4, instead of 5-benzyloxy-1,3-resorcinol 2, is employed in this new synthetic protocol. As a result, the number of synthetic operations in each of the iterative cycle is reduced from three to two, as compared to the original procedure. Each iterative synthetic cycle involves two reactions: a bis-O-alkylation reaction of the brancher 4 with a dendritic bromide [Gn]-O(CH2)(3)Br to give a dendritic alcohol of the next generation [G(n+1)]-O(CH2)(3)OH; followed by a functional group conversion of the dendritic alcohol into the corresponding dendritic bromide [G(n+1)]-O(CH2)(3)Br of the same generation. The reaction yields of each iterative cycle are consistently higher than those of the previously reported three step cycle. Using this new protcol, the preparation of a 5th generation dendritic alcohol 15a could be realized in 10 steps and 23% overall yields from 1,3-dibromopropane. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00851-5
• 作为产物：
  描述：

  1,3-dibenzylphloroglucinol 在 palladium on activated charcoal 18-冠醚-6 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 、 丙酮 为溶剂， 反应 54.0h， 生成 3-[3,5-bis[3-(3,5-dimethylphenoxy)propoxy]phenoxy]propan-1-ol
  参考文献：
  名称：

  An accelerated, improved synthetic route for the preparation of polyether-based dendritic fragments

  摘要：

  An accelerated, improved synthetic strategy for the rapid construction of two different series of polyether-based dendritic fragments is described. Several modifications to;the original method for the preparation of these dendritic fragments are detailed. A new branching agent, 5-(3-hydroxypropyloxy)1,3-resorcinol 4, instead of 5-benzyloxy-1,3-resorcinol 2, is employed in this new synthetic protocol. As a result, the number of synthetic operations in each of the iterative cycle is reduced from three to two, as compared to the original procedure. Each iterative synthetic cycle involves two reactions: a bis-O-alkylation reaction of the brancher 4 with a dendritic bromide [Gn]-O(CH2)(3)Br to give a dendritic alcohol of the next generation [G(n+1)]-O(CH2)(3)OH; followed by a functional group conversion of the dendritic alcohol into the corresponding dendritic bromide [G(n+1)]-O(CH2)(3)Br of the same generation. The reaction yields of each iterative cycle are consistently higher than those of the previously reported three step cycle. Using this new protcol, the preparation of a 5th generation dendritic alcohol 15a could be realized in 10 steps and 23% overall yields from 1,3-dibromopropane. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00851-5