7-(2,5,5-trimethyl-1,3-dioxan-2-yl)-4-heptyn-3-ol | 177190-85-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 7-(2,5,5-trimethyl-1,3-dioxan-2-yl)-4-heptyn-3-ol
• CAS: 177190-85-1
• 化学式: C₁₄H₂₄O₃
• 分子量: 240.343
• InChiKey: SDMWWPHIHXAKCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  7-(2,5,5-trimethyl-1,3-dioxan-2-yl)-4-heptyn-3-ol 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 氢氧化钾 、 lithium aluminium tetrahydride 、 L-(+)-diisopropyl tartrate 、 4 A molecular sieve 、 氢氟酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 42.5h， 生成 (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：

  乙炔锂乙二胺配合物 、 2-(2-溴乙基)-2,5,5-三甲基-1,3-二噁烷 、 丙醛 在 正丁基锂 作用下， 生成 7-(2,5,5-trimethyl-1,3-dioxan-2-yl)-4-heptyn-3-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