(+/-)-isopisiferin | 128386-28-7

• 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: (+/-)-isopisiferin
• 英文别名: 12,12-Dimethyl-6-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1,3,5,7-tetraen-5-ol
• CAS: 128386-28-7
• 化学式: C₂₀H₂₈O
• 分子量: 284.442
• InChiKey: IWKNADUGWPLZOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-isopisiferin 、 乙酸酐 在 吡啶 作用下， 以95%的产率得到(+/-)-isopisiferin acetate
  参考文献：
  名称：

  Deb, Soumitra; Bhattacharjee, Gopa; Ghatak, Usha Ranjan, Journal of the Chemical Society. Perkin transactions I, 1990, # 5, p. 1453 - 1458

  摘要：

  DOI：
• 作为产物：
  描述：

  (+/-)-O-methylisopisiferin 在 sodium hydride 、 乙硫醇 作用下， 生成 (+/-)-isopisiferin
  参考文献：
  名称：

  Deb, Soumitra; Bhattacharjee, Gopa; Ghatak, Usha Ranjan, Journal of the Chemical Society. Perkin transactions I, 1990, # 5, p. 1453 - 1458

  摘要：

  DOI：

文献信息

• Concise total synthesis of (±)-pisiferin
  作者：Yulong Li、Liqi Li、Yueming Guo、Zhixiang Xie

  DOI：10.1016/j.tet.2015.10.032

  日期：2015.12

  A concise total synthesis of (+/-)-pisiferin has been accomplished from commercially available compounds alpha-cydocitral (9) and 4-bromo-2-isopropylphenol (10) via Suzuki coupling and F-C alkylation as key reaction in five steps with an overall yield of 22%. The feature of this concise synthesis is a convergent strategy coupled by Suzuki reaction. This work not only provides a strategy to approach the total synthesis of pisiferin itself but also serves as an additional correlation origin to which many related icetaxane-type diterpenes can be referred. (C) 2015 Elsevier Ltd. All rights reserved.
• Use of Conjugated Dienones in Cyclialkylations:  The Total Syntheses of (±)-Barbatusol, (±)-Pisiferin, (±)-Deoxofaveline, (±)-Xochitlolone, and (±)-Faveline
  作者：George Majetich、Rodgers Hicks、Yong Zhang、Xinrong Tian、Terry Lee Feltman、Jing Fang、Sam Duncan

  DOI：10.1021/jo9606968

  日期：1996.11.15

  Concise syntheses of five tricyclic diterpenoids are reported. The key reaction in each synthesis is a cyclialkylation of a functionalized arene with a Lewis acid-activated conjugated dienone to generate a 6,7,6-fused tricycle.
• Kametani, Tetsuji; Kondoh, Hirotsune; Tsubuki, Masayoshi, Journal of the Chemical Society. Perkin transactions I, 1990, # 1, p. 5 - 10
  作者：Kametani, Tetsuji、Kondoh, Hirotsune、Tsubuki, Masayoshi、Honda, Toshio

  DOI：——

  日期：——
• DEB, SOUMITRA;BHATTACHARJEE, GOPA;GHATAK, USHA RANJAN, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 1453
  作者：DEB, SOUMITRA、BHATTACHARJEE, GOPA、GHATAK, USHA RANJAN

  DOI：——

  日期：——
• Deb, Soumitra; Bhattacharjee, Gopa; Ghatak, Usha Ranjan, Journal of the Chemical Society. Perkin transactions I, 1990, # 5, p. 1453 - 1458
  作者：Deb, Soumitra、Bhattacharjee, Gopa、Ghatak, Usha Ranjan

  DOI：——

  日期：——