oxypeucedanin hydrate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: oxypeucedanin hydrate
• 英文别名: 4-[(2S)-2,3-dihydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one
• 化学式: C₁₆H₁₆O₆
• 分子量: 304.299
• InChiKey: PEWFWDOPJISUOK-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  89.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3-二甲基丙烯酸 、 oxypeucedanin hydrate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以120 mg的产率得到(-)-senecioylprangol
  参考文献：
  名称：

  Coumarins from Ferulago capillaris and F. brachyloba

  摘要：

  Four new coumarins, (+)-senecioylprangol, (-)-3 '-senecioyloxymarmesin, (+)-3 '-hydroxyprantschimgin and (+)-2"-senecioyloxymarmesin, besides 12 known coumarins have been isolated from two Ferulago species. Their structures have been established by spectroscopic methods and partial synthesis. New synthetic 3'-oxocoumarins are also described. There is a remarkable difference in the contents of the most abundant coumarins found in the roots of both species: osthol and aurapten are specific to F. capillaris and F. brachyloba, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(99)00524-5
• 作为产物：
  描述：

  (S)-(-)-氧化前胡素 在 水 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以210 mg的产率得到oxypeucedanin hydrate
  参考文献：
  名称：

  Coumarins from Ferulago capillaris and F. brachyloba

  摘要：

  Four new coumarins, (+)-senecioylprangol, (-)-3 '-senecioyloxymarmesin, (+)-3 '-hydroxyprantschimgin and (+)-2"-senecioyloxymarmesin, besides 12 known coumarins have been isolated from two Ferulago species. Their structures have been established by spectroscopic methods and partial synthesis. New synthetic 3'-oxocoumarins are also described. There is a remarkable difference in the contents of the most abundant coumarins found in the roots of both species: osthol and aurapten are specific to F. capillaris and F. brachyloba, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(99)00524-5

文献信息

• Khan, Suroor, A.; Siddiqui, Mohd Jamshed A.; Dar, B. A., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, <hi>1989</hi>, vol. 28, # 1-11, p. 95 - 96
  作者：Khan, Suroor, A.、Siddiqui, Mohd Jamshed A.、Dar, B. A.、Shamsuddin, K. M.

  DOI：——

  日期：——
• Coumarins from Ferulago capillaris and F. brachyloba
  作者：Benedicto Jiménez、Marı́a Concepción Grande、Josefa Anaya、Pascual Torres、Manuel Grande

  DOI：10.1016/s0031-9422(99)00524-5

  日期：2000.4

  Four new coumarins, (+)-senecioylprangol, (-)-3 '-senecioyloxymarmesin, (+)-3 '-hydroxyprantschimgin and (+)-2"-senecioyloxymarmesin, besides 12 known coumarins have been isolated from two Ferulago species. Their structures have been established by spectroscopic methods and partial synthesis. New synthetic 3'-oxocoumarins are also described. There is a remarkable difference in the contents of the most abundant coumarins found in the roots of both species: osthol and aurapten are specific to F. capillaris and F. brachyloba, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.