6-(2-methyl-tetrahydro-pyran-2-yloxy)-hexan-3-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(2-methyl-tetrahydro-pyran-2-yloxy)-hexan-3-one
• 英文别名: 6-(2-Methyloxan-2-yl)oxyhexan-2-one
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: PQSSCZDLKUOALO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-己炔-1-醇 在 C₂₄H₄₀Cl₂N₄O₂Pt 、 水 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 6-(2-methyl-tetrahydro-pyran-2-yloxy)-hexan-3-one
  参考文献：
  名称：

  Cooperative effect of the camphor imine ligand in alkynols activation by trans-[MCl2(YNC10H14O)2] (M=Pd or Pt)

  摘要：

  The cooperative effect of the camphor imine ligand (YNC10H14O) in the cyclization of 5-hexyn-1-ol and 4-pentyn-1-ol promoted by complexes trans-[MCl2(YNC10H14O)(2)] (M = Pd, Y = NH2, NHMe, NMe2, OH, Ph; Pt, Y = NH2, NHMe, NMe2) is established from a direct relation between the constants calculated for conversion of 5-hexyn-1-ol (A) into 2-methyl-2-pent-4-ynyloxy-tetrahydropyran (B) and 4-pentyn-1-ol (C) into 2-methyl-2-pent-4-ynyloxy-tetrahydrofuran (D) and the basic character of the camphor imine substituent (Y). In the catalytic process acid-base interactions between the alkynol and the coordinated camphor imine are supported by the structural characterization of [PdCl4][Me2NHNC10H14O](2). (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.03.006

文献信息

• Syntheses of Racemic and Optically Active 4-Hydroxy-2-hydroxymethyl-1,7-dioxaspiro[5.5]undecanes
  作者：Girts Kaugars、Stephen J. Nelson、Fred E. Dutton、Scott E. Martin

  DOI：10.1080/00397919308009841

  日期：1993.3

  Abstract Racemic and optically active 4-hydroxy-2-hydroxymethyl-1,7-dioxaspiro[5.5]undecanes were prepared in six steps from butane-1,2,4-triol and valerolactone with the longest linear sequence being four steps.

  摘要 以丁烷-1,2,4-三醇和戊内酯为原料，以最长的线性序列为四步，分六步制备了外消旋和旋光4-羟基-2-羟甲基-1,7-二氧杂螺[5.5]十一烷。
• Cooperative effect of the camphor imine ligand in alkynols activation by trans-[MCl2(YNC10H14O)2] (M=Pd or Pt)
  作者：M. Fernanda N.N. Carvalho、Ana S.D. Ferreira、Adelino M. Galvão

  DOI：10.1016/j.ica.2010.03.006

  日期：2010.5

  The cooperative effect of the camphor imine ligand (YNC10H14O) in the cyclization of 5-hexyn-1-ol and 4-pentyn-1-ol promoted by complexes trans-[MCl2(YNC10H14O)(2)] (M = Pd, Y = NH2, NHMe, NMe2, OH, Ph; Pt, Y = NH2, NHMe, NMe2) is established from a direct relation between the constants calculated for conversion of 5-hexyn-1-ol (A) into 2-methyl-2-pent-4-ynyloxy-tetrahydropyran (B) and 4-pentyn-1-ol (C) into 2-methyl-2-pent-4-ynyloxy-tetrahydrofuran (D) and the basic character of the camphor imine substituent (Y). In the catalytic process acid-base interactions between the alkynol and the coordinated camphor imine are supported by the structural characterization of [PdCl4][Me2NHNC10H14O](2). (C) 2010 Elsevier B. V. All rights reserved.