(+)-(2'S,3'R)-3'-hydroxyprantschimgin | 287171-02-2

• 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: (+)-(2'S,3'R)-3'-hydroxyprantschimgin
• 英文别名: 3'-hydroxyprantschimgin；2-[(2S,3R)-3-hydroxy-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yl 3-methylbut-2-enoate
• CAS: 287171-02-2
• 化学式: C₁₉H₂₀O₆
• 分子量: 344.364
• InChiKey: SNFLZDCWVBLUKZ-MSOLQXFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (+)-(2'S,3'R)-3'-hydroxyprantschimgin 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以80 mg的产率得到补骨脂素
  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：

  (R)-2-(2-hydroxypropan-2-yl)-2H-furo[3,2-g]chromene-3,7-dione 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 (+)-(2'S,3'R)-3'-hydroxyprantschimgin
  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

• 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.