(1R,2R,6R,8R,11R,12R)-12-bromo-4,4,9,9-tetramethyl-3,5,7,10,14-pentaoxatetracyclo[6.6.0.01,11.02,6]tetradecane | 1346659-47-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: (1R,2R,6R,8R,11R,12R)-12-bromo-4,4,9,9-tetramethyl-3,5,7,10,14-pentaoxatetracyclo[6.6.0.01,11.02,6]tetradecane
• CAS: 1346659-47-9
• 化学式: C₁₃H₁₉BrO₅
• 分子量: 335.195
• InChiKey: JXSSUOOSOSXUOL-OZHGGOSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,2R,6R,8R,11R,12R)-12-bromo-4,4,9,9-tetramethyl-3,5,7,10,14-pentaoxatetracyclo[6.6.0.01,11.02,6]tetradecane 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以90%的产率得到(1R,2R,6R,8R,11S)-4,4,9,9-tetramethyl-3,5,7,10,14-pentaoxatetracyclo[6.6.0.01,11.02,6]tetradecane
  参考文献：
  名称：

  Synthetic studies toward nortriterpenoids of schisandraceae family. Approach to the construction of functionalized C/D and A/B ring units of micrandilactone C and rubrifloradilactone B

  摘要：

  Construction of 6/7 fused bicycles featuring C/D rings of micrandilactone C and rubrifloradilactone B is reported through IMDA reaction of properly designed substrates. Also a route to the construction of a tricycle having A/B ring of nortriterpenoids of schisandra family is reported using RCM and a bromonium ion initiated cycloetherification reaction as the key steps. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.104
• 作为产物：
  描述：

  1,2:5,6-二-o-异亚丙基-alpha-d-ribo-3-己呋喃核糖 在 Grubbs catalyst first generation 、 sodium periodate 、 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 戴斯-马丁氧化剂 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.5h， 生成 (1R,2R,6R,8R,11R,12R)-12-bromo-4,4,9,9-tetramethyl-3,5,7,10,14-pentaoxatetracyclo[6.6.0.01,11.02,6]tetradecane
  参考文献：
  名称：

  Synthetic studies toward nortriterpenoids of schisandraceae family. Approach to the construction of functionalized C/D and A/B ring units of micrandilactone C and rubrifloradilactone B

  摘要：

  Construction of 6/7 fused bicycles featuring C/D rings of micrandilactone C and rubrifloradilactone B is reported through IMDA reaction of properly designed substrates. Also a route to the construction of a tricycle having A/B ring of nortriterpenoids of schisandra family is reported using RCM and a bromonium ion initiated cycloetherification reaction as the key steps. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.104

文献信息

• Synthetic studies toward nortriterpenoids of schisandraceae family. Approach to the construction of functionalized C/D and A/B ring units of micrandilactone C and rubrifloradilactone B
  作者：Md. Firoj Hossain、Kiran Matcha、Subrata Ghosh

  DOI：10.1016/j.tetlet.2011.09.104

  日期：2011.11

  Construction of 6/7 fused bicycles featuring C/D rings of micrandilactone C and rubrifloradilactone B is reported through IMDA reaction of properly designed substrates. Also a route to the construction of a tricycle having A/B ring of nortriterpenoids of schisandra family is reported using RCM and a bromonium ion initiated cycloetherification reaction as the key steps. (C) 2011 Elsevier Ltd. All rights reserved.