5-Benzofuranol, 2,3-dihydro-3-(methoxymethyl)-2-(4-methoxyphenyl)-6-(phenylmethoxy)-, (2S,3R)-trans- | 184900-70-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 5-Benzofuranol, 2,3-dihydro-3-(methoxymethyl)-2-(4-methoxyphenyl)-6-(phenylmethoxy)-, (2S,3R)-trans-
• 英文别名: (2S,3R)-3-(methoxymethyl)-2-(4-methoxyphenyl)-6-phenylmethoxy-2,3-dihydro-1-benzofuran-5-ol
• CAS: 184900-70-7
• 化学式: C₂₄H₂₄O₅
• 分子量: 392.452
• InChiKey: ZUIHDAHVINYZFS-GBXCKJPGSA-N

物化性质

• 沸点：
  531.3±50.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Benzofuranol, 2,3-dihydro-3-(methoxymethyl)-2-(4-methoxyphenyl)-6-(phenylmethoxy)-, (2S,3R)-trans- 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 以60%的产率得到6-benzyloxy-3-methoxymethyl-2-(4-methoxyphenyl)benzofuran-5-ol
  参考文献：
  名称：

  Stereoselective syntheses of substituted pterocarpans with anti-HIV activity, and 5-aza-/5-thia-pterocarpan and 2-aryl-2,3-dihydrobenzofuran analogues

  摘要：

  Oxygenated pterocarpans and 5-azapterocarpans are prepared utilizing Lewis acid-promoted reactions of 2-alkoxy-1,4-benzoquinones with 2H-chromenes and N-tosyl-3,2-dihydroquinolines, respectively. Similarly, benzannulated analogues are prepared via reactions of 5-alkoxy-1,4-naphthoquinones with chromenes, and related 2-aryl-2,3-dihydrobenzofurans result from reactions of styrenes with the quinones. Syntheses of 5-thiapterocarpans are also described utilizing Pd(0)-coupling of o-chloromercuriophenols with 2H-chromenes. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00192-7
• 作为产物：
  描述：

  对甲氧基肉桂酸乙酯 在 titanium(IV) isopropylate 、 lithium aluminium tetrahydride 、 四氯化钛 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.5h， 生成 5-Benzofuranol, 2,3-dihydro-3-(methoxymethyl)-2-(4-methoxyphenyl)-6-(phenylmethoxy)-, (2S,3R)-trans-
  参考文献：
  名称：

  Stereoselective syntheses of substituted pterocarpans with anti-HIV activity, and 5-aza-/5-thia-pterocarpan and 2-aryl-2,3-dihydrobenzofuran analogues

  摘要：

  Oxygenated pterocarpans and 5-azapterocarpans are prepared utilizing Lewis acid-promoted reactions of 2-alkoxy-1,4-benzoquinones with 2H-chromenes and N-tosyl-3,2-dihydroquinolines, respectively. Similarly, benzannulated analogues are prepared via reactions of 5-alkoxy-1,4-naphthoquinones with chromenes, and related 2-aryl-2,3-dihydrobenzofurans result from reactions of styrenes with the quinones. Syntheses of 5-thiapterocarpans are also described utilizing Pd(0)-coupling of o-chloromercuriophenols with 2H-chromenes. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00192-7

文献信息

• Stereoselective syntheses of substituted pterocarpans with anti-HIV activity, and 5-aza-/5-thia-pterocarpan and 2-aryl-2,3-dihydrobenzofuran analogues
  作者：Thomas A. Engler、Kenneth O. LaTessa、Rajesh Iyengar、Wenying Chai、Konstantinos Agrios

  DOI：10.1016/0968-0896(96)00192-7

  日期：1996.10

  Oxygenated pterocarpans and 5-azapterocarpans are prepared utilizing Lewis acid-promoted reactions of 2-alkoxy-1,4-benzoquinones with 2H-chromenes and N-tosyl-3,2-dihydroquinolines, respectively. Similarly, benzannulated analogues are prepared via reactions of 5-alkoxy-1,4-naphthoquinones with chromenes, and related 2-aryl-2,3-dihydrobenzofurans result from reactions of styrenes with the quinones. Syntheses of 5-thiapterocarpans are also described utilizing Pd(0)-coupling of o-chloromercuriophenols with 2H-chromenes. Copyright (C) 1996 Elsevier Science Ltd