(6aS,11aS)-9-Benzyloxy-3-methoxy-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromene | 152490-69-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: (6aS,11aS)-9-Benzyloxy-3-methoxy-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromene
• 英文别名: 6H-Benzofuro(3,2-c)(1)benzopyran, 6a,11a-dihydro-3-methoxy-9-(phenylmethoxy)-, cis-；(6aS,11aS)-3-methoxy-9-phenylmethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene
• CAS: 152490-69-2
• 化学式: C₂₃H₂₀O₄
• 分子量: 360.409
• InChiKey: HJOWUMBTYPBLOG-NFBKMPQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Trifluoro-methanesulfonic acid (6aS,11aS)-9-benzyloxy-3-methoxy-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromen-8-yl ester 在 1,1'-双(二苯基膦)二茂铁 、 甲酸 、 palladium diacetate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以75%的产率得到(6aS,11aS)-9-Benzyloxy-3-methoxy-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromene
  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