6-Methoxy-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-3H-benzo[b]thiophen-2-one | 215673-31-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-Methoxy-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-3H-benzo[b]thiophen-2-one
• 英文别名: 6-Methoxy-3-[(4-methoxyphenyl)methylidene]-1-benzothiophen-2-one
• CAS: 215673-31-7
• 化学式: C₁₇H₁₄O₃S
• 分子量: 298.362
• InChiKey: DUYKQMQAXBBOCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-Methoxy-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-3H-benzo[b]thiophen-2-one 在 哌啶 、 吡啶 、 sodium hydroxide 、 三氯化铝 、 氯化亚砜 、 丙烷-1-硫醇 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 trans-2,3-dihydroraloxifene
  参考文献：
  名称：

  Synthesis and biological activity of trans-2,3-dihydroraloxifene

  摘要：

  The synthesis and biological evaluation of trans-2,3-dihydroraloxifene, 2, is described. The synthesis proceeds in 8 steps in 20% overall yield. Relative trans 2,3-stereochemistry is definitively established in ester 6, which is converted to the title compound via derivatization, Grignard addition, and deprotection. Evaluation in vitro shows the compound to be a potent selective estrogen receptor modulator (SERM). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00145-6
• 作为产物：
  描述：

  6-甲氧基-N,N-二甲基苯并[b]噻吩-2-胺 在 哌啶 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 20.0h， 生成 6-Methoxy-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-3H-benzo[b]thiophen-2-one
  参考文献：
  名称：

  Synthesis and biological activity of trans-2,3-dihydroraloxifene

  摘要：

  The synthesis and biological evaluation of trans-2,3-dihydroraloxifene, 2, is described. The synthesis proceeds in 8 steps in 20% overall yield. Relative trans 2,3-stereochemistry is definitively established in ester 6, which is converted to the title compound via derivatization, Grignard addition, and deprotection. Evaluation in vitro shows the compound to be a potent selective estrogen receptor modulator (SERM). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00145-6

文献信息

• Synthesis and biological activity of trans-2,3-dihydroraloxifene
  作者：Christopher R. Schmid、Andrew L. Glasebrook、Jerry W. Misner、Gregory A. Stephenson

  DOI：10.1016/s0960-894x(99)00145-6

  日期：1999.4

  The synthesis and biological evaluation of trans-2,3-dihydroraloxifene, 2, is described. The synthesis proceeds in 8 steps in 20% overall yield. Relative trans 2,3-stereochemistry is definitively established in ester 6, which is converted to the title compound via derivatization, Grignard addition, and deprotection. Evaluation in vitro shows the compound to be a potent selective estrogen receptor modulator (SERM). (C) 1999 Elsevier Science Ltd. All rights reserved.