anhydrobarakol chloride | 28955-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: anhydrobarakol chloride
• 英文别名: Pyrano(2,3,4-ij)(2)benzopyrylium, 8-hydroxy-2,5-dimethyl-, chloride；(3,7-dimethyl-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),7,9-pentaen-11-ylidene)oxidanium;chloride
• CAS: 28955-28-4；32258-79-0
• 化学式: C₁₃H₁₁O₃*Cl
• 分子量: 250.682
• InChiKey: HVOVGFWFVZWFRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  19.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  anhydrobarakol chloride 在 ammonium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 14.0h， 以99%的产率得到cassiarin A hydrochloride
  参考文献：
  名称：

  Transformation of barakol into cassiarins A, B, and their derivatives

  摘要：

  Three semi-syntheses of cassiarins A and B from barakol are described. The route involving use of anhydrobarakol chloride as a key precursor showed most versatility because it does not require an expensive catalyst, protection of functional groups, or chromatographic purification, allowing the facile preparation of eight cassiarin derivatives. The photophysical properties of these compounds were characterized by UV-vis absorption, fluorescence emission, and quantum yield. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.07.053
• 作为产物：
  描述：

  3a,4-dihydro-3a,8-dihydroxy-2,5-dimethyl-1,4-dioxaphenalene 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 anhydrobarakol chloride
  参考文献：
  名称：

  番泻叶中去甲基决明子 B 的分离及生物学评价。

  摘要：

  为了寻找改善肥胖的潜在天然产物，对番泻叶叶进行植物化学研究。进行了。它导致了 demethycassiarin B (1...

  DOI：

  10.1080/14786419.2023.2165075

文献信息

• Transformation of barakol into cassiarins A, B, and their derivatives
  作者：Sarawut Kanputhorn、Amorn Petsom、Patchanita Thamyongkit

  DOI：10.1016/j.tet.2010.07.053

  日期：2010.9

  Three semi-syntheses of cassiarins A and B from barakol are described. The route involving use of anhydrobarakol chloride as a key precursor showed most versatility because it does not require an expensive catalyst, protection of functional groups, or chromatographic purification, allowing the facile preparation of eight cassiarin derivatives. The photophysical properties of these compounds were characterized by UV-vis absorption, fluorescence emission, and quantum yield. (C) 2010 Elsevier Ltd. All rights reserved.
• Isolation and biological evaluation of demethylcassiarin B from <i>Senna siamea</i> Lam.
  作者：Rohini Verma、S.M. Jachak

  DOI：10.1080/14786419.2023.2165075

  日期：——

  In search of potential natural products for the amelioration of obesity, phytochemical investigation of leaves of Senna siamea Lam. was carried out. It led to the isolation of demethycassiarin B (1...

  为了寻找改善肥胖的潜在天然产物，对番泻叶叶进行植物化学研究。进行了。它导致了 demethycassiarin B (1...