(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-10-[(4-nitrophenyl)methoxy]-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane | 101769-59-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-10-[(4-nitrophenyl)methoxy]-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
• CAS: 101769-59-9
• 化学式: C₂₂H₂₉NO₇
• 分子量: 419.475
• InChiKey: WCWICMMDIMIKII-MAWUFDTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  92
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  青蒿素 在 sodium tetrahydroborate 、 dodecatungstophosphoric acid hydrate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.08h， 生成 (3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyl-10-((4-nitrobenzyl)oxy)decahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene 、 (1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-10-[(4-nitrophenyl)methoxy]-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
  参考文献：
  名称：

  New Method for the Synthesis of Ether Derivatives of Artemisinin

  摘要：

  Dihydroartemisinin can be converted to its ether derivatives in good yields by reaction with different alcohols in the presence of a catalytic amount of dodecatungstophosphoric acid hydrate. Easy handling, trouble-free workup by filtration, excellent yields, and very short reaction times are some of the highlights of this protocol.

  DOI：

  10.1080/00397911.2010.538887

文献信息

• New Method for the Synthesis of Ether Derivatives of Artemisinin
  作者：Pranjal P. Bora、Nabajyoti Baruah、Ghanashyam Bez、Nabin C. Barua

  DOI：10.1080/00397911.2010.538887

  日期：2012.4.15

  Dihydroartemisinin can be converted to its ether derivatives in good yields by reaction with different alcohols in the presence of a catalytic amount of dodecatungstophosphoric acid hydrate. Easy handling, trouble-free workup by filtration, excellent yields, and very short reaction times are some of the highlights of this protocol.