(1R,2R,5R)-9-oxabicyclo[3.3.1]-non-6-en-2-ol | 39840-97-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (1R,2R,5R)-9-oxabicyclo[3.3.1]-non-6-en-2-ol
• 英文别名: endo-2-Hydroxy-9-oxabicyclo<3.3.1>non-6-en；rac-(1R,2R,5R)-9-oxabicyclo[3.3.1]non-6-en-2-ol；(1R,2R,5R)-9-oxabicyclo[3.3.1]non-6-en-2-ol
• CAS: 39840-97-6
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: GVFZEYUGMDHNHE-XLPZGREQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2R,5R)-9-oxabicyclo[3.3.1]-non-6-en-2-ol 在 六甲基磷酰三胺 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.5h， 生成 (1R,5R)-9-oxabicyclo[3.3.1]nona-2,6-diene
  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：

  (Z)-(1R,8R)-10,10-dimethyl-9,11-dioxabicyclo[6.3.0]undec-4-ene 在 盐酸 、 溴 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 氯仿 、 甲苯 为溶剂， 反应 33.0h， 生成 (1R,2R,5R)-9-oxabicyclo[3.3.1]-non-6-en-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

文献信息

• Heterotricyclodecane. XXVI. 2,6-Dioxatricyclo [3.3.2.03,7]decan, ein neuartiges isomers von 2,6-dioxaadamantan
  作者：Peter Buchs、Camille Ganter

  DOI：10.1002/hlca.19800630426

  日期：1980.6.6

  2,6-Dioxatricyclo [3.3.2.03,7]decane, a Novel Isomer of 2,6-Dioxaadamantane

  2,6-二氧杂三环[3.3.2.0 3,7 ]癸烷，2,6-二氧杂金刚烷的新型异构体
• Synthesis of Optically Active 9-Oxabicyclo[3.3.1]nona-2,6-diene as a Cycloocta-1,5-diene Equivalent and the Corresponding Tetrol
  作者：Akira Takahashi、Mariko Aso、Masakazu Tanaka、Hiroshi Suemune

  DOI：10.1016/s0040-4020(00)00089-2

  日期：2000.3

  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.