(1S,2R,6S,7R)-1,7,8,9-tetrabromo-10,10-dimethoxy-3,5-dioxatricyclo[5.2.1.02,6]dec-8-en-4-one | 819070-88-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R,6S,7R)-1,7,8,9-tetrabromo-10,10-dimethoxy-3,5-dioxatricyclo[5.2.1.02,6]dec-8-en-4-one
• CAS: 819070-88-7
• 化学式: C₁₀H₈Br₄O₅
• 分子量: 527.787
• InChiKey: BPRNZDGVFZEOCA-YUWMTVOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1S,2R,6S,7R)-1,7,8,9-tetrabromo-10,10-dimethoxy-3,5-dioxatricyclo[5.2.1.02,6]dec-8-en-4-one 在 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.0h， 以99%的产率得到1,4,5,6-tetrabromo-7,7-dimethoxybicyclo[2.2.1]hept-5-ene-2,3-diol
  参考文献：
  名称：

  A short and stereoselective synthesis of functionalized pentenomycin derivatives

  摘要：

  A short and stercoselective synthesis of 2-hydroxymethyl-4-deoxypentenomycin and 2-hydoxymethylpentenomycin derivatives is accomplished in five and seven steps starting from tetrabromonorbornyl derivatives in overall yields of 41% and 38%, respectively. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.065
• 作为产物：
  描述：

  碳酸亚乙烯酯 、 1,2,3,4-tetrabromo-5,5-dimethoxycyclopenta-1,3-diene 在 对苯二酚 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以88%的产率得到(1S,2R,6S,7R)-1,7,8,9-tetrabromo-10,10-dimethoxy-3,5-dioxatricyclo[5.2.1.02,6]dec-8-en-4-one
  参考文献：
  名称：

  A short and stereoselective synthesis of functionalized pentenomycin derivatives

  摘要：

  A short and stercoselective synthesis of 2-hydroxymethyl-4-deoxypentenomycin and 2-hydoxymethylpentenomycin derivatives is accomplished in five and seven steps starting from tetrabromonorbornyl derivatives in overall yields of 41% and 38%, respectively. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.065

文献信息

• A short and stereoselective synthesis of functionalized pentenomycin derivatives
  作者：Faiz Ahmed Khan、Jyotirmayee Dash、Bhimsen Rout

  DOI：10.1016/j.tetlet.2004.10.065

  日期：2004.12

  A short and stercoselective synthesis of 2-hydroxymethyl-4-deoxypentenomycin and 2-hydoxymethylpentenomycin derivatives is accomplished in five and seven steps starting from tetrabromonorbornyl derivatives in overall yields of 41% and 38%, respectively. (C) 2004 Elsevier Ltd. All rights reserved.