(1R,2'S,3'S)-1-{3-[2-(2,5,5-trimethyl-1,3-dioxan-2-yl)ethyl]oxiran-2-yl}propanol | 177317-15-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2'S,3'S)-1-{3-[2-(2,5,5-trimethyl-1,3-dioxan-2-yl)ethyl]oxiran-2-yl}propanol
• CAS: 177317-15-6
• 化学式: C₁₄H₂₆O₄
• 分子量: 258.358
• InChiKey: GOCOMACNHAHAKD-WOPDTQHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.22
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,2'S,3'S)-1-{3-[2-(2,5,5-trimethyl-1,3-dioxan-2-yl)ethyl]oxiran-2-yl}propanol 在 氢氟酸 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以76%的产率得到(1R,2R,5S,7R)-7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]octan-2-ol
  参考文献：
  名称：

  Identification and synthesis of new bicyclic acetals from the mountain pine beetle, Dendroctonus ponderosae hopkins (Col.: Scol.)

  摘要：

  Head-space volatiles obtained from male mountain pine beetles, Dendroctonus ponderosae, were analyzed by coupled CC-MS and chiral gas chromatography. 5-Ethyl-7-methyl-6,8-dioxabicyclo[3.2.1] (6) was found as a new naturally occurring isomer of brevicomin (1). In addition, several stereoisomers of 7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1] (11) and 1-(5-methyl-6,8-dioxabicyclo[3.2.1]octyl)ethanol (12) could be identified. Relative and absolute configurations of the compounds were determined by unambiguous syntheses, which are described. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00013-2
• 作为产物：
  描述：

  3,5-Dinitro-benzoic acid (R)-1-{(2R,3S)-3-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-oxiranyl}-propyl ester 在 氢氧化钾 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.25h， 以96%的产率得到(1R,2'S,3'S)-1-{3-[2-(2,5,5-trimethyl-1,3-dioxan-2-yl)ethyl]oxiran-2-yl}propanol
  参考文献：
  名称：

  Identification and synthesis of new bicyclic acetals from the mountain pine beetle, Dendroctonus ponderosae hopkins (Col.: Scol.)

  摘要：

  Head-space volatiles obtained from male mountain pine beetles, Dendroctonus ponderosae, were analyzed by coupled CC-MS and chiral gas chromatography. 5-Ethyl-7-methyl-6,8-dioxabicyclo[3.2.1] (6) was found as a new naturally occurring isomer of brevicomin (1). In addition, several stereoisomers of 7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1] (11) and 1-(5-methyl-6,8-dioxabicyclo[3.2.1]octyl)ethanol (12) could be identified. Relative and absolute configurations of the compounds were determined by unambiguous syntheses, which are described. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00013-2