(1R,4R,5R,8R)-4,5-dibromo-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undecane | 272781-28-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,4R,5R,8R)-4,5-dibromo-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undecane
• 英文别名: (3aR,6R,7R,9aR)-6,7-dibromo-2,2-dimethyl-3a,4,5,6,7,8,9,9a-octahydrocycloocta[d][1,3]dioxole
• CAS: 272781-28-9
• 化学式: C₁₁H₁₈Br₂O₂
• 分子量: 342.071
• InChiKey: ASXAYIWQCQKFKM-ZYUZMQFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,4R,5R,8R)-4,5-dibromo-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undecane 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以99%的产率得到(1R,2R,5R,6S)-5-bromo-9-oxabicyclo[4.2.1]-nonan-2-ol
  参考文献：
  名称：

  Synthesis of Optically Active 9-Oxabicyclo[3.3.1]nona-2,6-diene as a Cycloocta-1,5-diene Equivalent and the Corresponding Tetrol

  摘要：

  Highly enantio- and diastereo-selective synthesis of C-2-symmetric 9-oxabicyclo[3.3.1]nona-2,6-diene and the corresponding C-2-symmetric 2,3,6,7-tetrol has been achieved starting from optically active 5-cyclooctene-1,2-diol prepared by an enzymatic procedure. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00089-2
• 作为产物：
  描述：

  (1R,2R)-(Z)-cyclooct-5-ene-1,2-diol 在 溴 、 4-甲基苯磺酸吡啶 作用下， 以 氯仿 、 丙酮 为溶剂， 反应 5.0h， 生成 (1R,4R,5R,8R)-4,5-dibromo-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undecane
  参考文献：
  名称：

  Synthesis of Optically Active 9-Oxabicyclo[3.3.1]nona-2,6-diene as a Cycloocta-1,5-diene Equivalent and the Corresponding Tetrol

  摘要：

  Highly enantio- and diastereo-selective synthesis of C-2-symmetric 9-oxabicyclo[3.3.1]nona-2,6-diene and the corresponding C-2-symmetric 2,3,6,7-tetrol has been achieved starting from optically active 5-cyclooctene-1,2-diol prepared by an enzymatic procedure. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00089-2