[2,2-dimethyl-6-(6-propan-2-yloxy-1-benzofuran-2-yl)chromen-5-yl] N,N-diethylcarbamate | 238736-97-5

• 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: [2,2-dimethyl-6-(6-propan-2-yloxy-1-benzofuran-2-yl)chromen-5-yl] N,N-diethylcarbamate
• CAS: 238736-97-5
• 化学式: C₂₇H₃₁NO₅
• 分子量: 449.547
• InChiKey: DCUGUHSTOQFYKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  61.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2,2-dimethyl-6-(6-propan-2-yloxy-1-benzofuran-2-yl)chromen-5-yl] N,N-diethylcarbamate 在 lithium diisopropyl amide 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 0.42h， 以84%的产率得到9-Isopropoxy-2,2-dimethyl-2H-benzo[4,5]furo[3,2-c]pyrano[2,3-h]chromen-6-one
  参考文献：
  名称：

  Directed Metalation Linked to Transition Metal Catalyzed Cascade Reactions: Two Total Syntheses of Plicadin, the Alleged Coumestan fromPsoralea plicata

  摘要：

  The oxygen-rich heterocyclic compound 1-which was proposed to be the structure of plicadin, the alleged naturally occurring coumestan from the herb Psoralea plicata-was synthesized by the rational combinations of directed ortho and remote metalation reactions with cascades of Negishi, Sonogashira, Castro-Stephens, and carbamoyl Baker-Venkataraman reactions.

  DOI：

  10.1002/(sici)1521-3773(19990517)38:10<1435::aid-anie1435>3.0.co;2-b
• 作为产物：
  描述：

  1,3-Bis(N,N-diethylcarbamoyl)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 bis(triphenylphosphine) palladium (Il) acetate 甲醇 、 叔丁基锂 、 仲丁基锂 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 环己烷 、 N,N-二甲基甲酰胺 、 乙腈 、 正戊烷 为溶剂， 反应 60.25h， 生成 [2,2-dimethyl-6-(6-propan-2-yloxy-1-benzofuran-2-yl)chromen-5-yl] N,N-diethylcarbamate
  参考文献：
  名称：

  Directed Metalation Linked to Transition Metal Catalyzed Cascade Reactions: Two Total Syntheses of Plicadin, the Alleged Coumestan fromPsoralea plicata

  摘要：

  The oxygen-rich heterocyclic compound 1-which was proposed to be the structure of plicadin, the alleged naturally occurring coumestan from the herb Psoralea plicata-was synthesized by the rational combinations of directed ortho and remote metalation reactions with cascades of Negishi, Sonogashira, Castro-Stephens, and carbamoyl Baker-Venkataraman reactions.

  DOI：

  10.1002/(sici)1521-3773(19990517)38:10<1435::aid-anie1435>3.0.co;2-b

文献信息

• Directed Metalation Linked to Transition Metal Catalyzed Cascade Reactions: Two Total Syntheses of Plicadin, the Alleged Coumestan fromPsoralea plicata
  作者：Brian A. Chauder、Alexey V. Kalinin、Nicholas J. Taylor、Victor Snieckus

  DOI：10.1002/(sici)1521-3773(19990517)38:10<1435::aid-anie1435>3.0.co;2-b

  日期：1999.5.17

  The oxygen-rich heterocyclic compound 1-which was proposed to be the structure of plicadin, the alleged naturally occurring coumestan from the herb Psoralea plicata-was synthesized by the rational combinations of directed ortho and remote metalation reactions with cascades of Negishi, Sonogashira, Castro-Stephens, and carbamoyl Baker-Venkataraman reactions.