3-[3,5-bis(benzyloxy)phenoxy]propanol | 216968-14-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-[3,5-bis(benzyloxy)phenoxy]propanol
• 英文别名: 3-(3,5-dibenzyloxyphenoxy)propanol；3-[3,5-bis(phenylmethoxy)phenoxy]propan-1-ol
• CAS: 216968-14-8
• 化学式: C₂₃H₂₄O₄
• 分子量: 364.441
• InChiKey: IJGVVDGBJPTIIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  27.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-[3,5-bis(benzyloxy)phenoxy]propanol 在 palladium on activated charcoal 18-冠醚-6 、 四溴化碳 、 氢气 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 为溶剂， 反应 72.0h， 生成 1,3-bis[3-[3,5-bis[3-(4-tert-butylphenoxy)propoxy]phenoxy]propoxy]-5-(3-bromopropoxy)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：

  1,3,5-三(苯基甲氧基)苯 在 sodium hydride 、 potassium carbonate 、 乙硫醇 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 29.0h， 生成 3-[3,5-bis(benzyloxy)phenoxy]propanol
  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

文献信息

• Core-to-core dimers forming switchable mesophase
  作者：M. Horčic、J. Svoboda、V. Novotná、D. Pociecha、E. Gorecka

  DOI：10.1039/c6cc09983a

  日期：——

  We report structurally new type of dimers composed of bent-core molecules connected through their central cores by an alkylene spacer.

  我们报告了由弯曲核心分子通过烷基间隔连接它们的中心核心而组成的新型二聚体。