2-(4-(5-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)phenoxy)tetrahydro-2H-pyran | 1163701-77-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2-(4-(5-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)phenoxy)tetrahydro-2H-pyran
• CAS: 1163701-77-6
• 化学式: C₂₇H₂₆O₄S
• 分子量: 446.567
• InChiKey: RTZXCJLPPRXWMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.16
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(4-(5-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)phenoxy)tetrahydro-2H-pyran 在 盐酸 、 偶氮二甲酸二异丙酯 、 水 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 4-[2-[4-[5-Methoxy-2-(2-methoxyphenyl)benzothiophen-3-yl]phenoxy]ethyl]morpholine
  参考文献：
  名称：

  Parallel Synthesis of a Desketoraloxifene Analogue Library via Iodocyclization/Palladium-Catalyzed Coupling

  摘要：

  For a future structure-activity relationship (SAR) study, a library of desketoraloxifene analogues has been prepared by parallel synthesis using iodocyclization and subsequent palladium-catalyzed coupling reactions. Points of desketoraloxifene diversification involve the two phenolic hydroxyl groups and the aliphatic amine side chain. This approach affords oxygen bearing 3-iodobenzo[b]thiophenes 4 in excellent yields, which are easily further elaborated using a two-step approach involving Suzuki-Miyaura and Mitsunobu coupling reactions to give multimethoxy-substituted desketoraloxifene analogues 6. Various hydroxyl-substituted desketoraloxifene analogues 7 were subsequently generated by demethylation with BBr(3).

  DOI：

  10.1021/co200090p
• 作为产物：
  描述：

  2-乙炔基苯甲醚 在 copper(l) iodide 、 四(三苯基膦)钯 、 正丁基锂 、 trans-bis(triphenylphosphine)palladium dichloride 、 碘 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 环己烷 、 水 、 甲苯 为溶剂， 反应 1.67h， 生成 2-(4-(5-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)phenoxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  Parallel Synthesis of a Desketoraloxifene Analogue Library via Iodocyclization/Palladium-Catalyzed Coupling

  摘要：

  For a future structure-activity relationship (SAR) study, a library of desketoraloxifene analogues has been prepared by parallel synthesis using iodocyclization and subsequent palladium-catalyzed coupling reactions. Points of desketoraloxifene diversification involve the two phenolic hydroxyl groups and the aliphatic amine side chain. This approach affords oxygen bearing 3-iodobenzo[b]thiophenes 4 in excellent yields, which are easily further elaborated using a two-step approach involving Suzuki-Miyaura and Mitsunobu coupling reactions to give multimethoxy-substituted desketoraloxifene analogues 6. Various hydroxyl-substituted desketoraloxifene analogues 7 were subsequently generated by demethylation with BBr(3).

  DOI：

  10.1021/co200090p