2-(3,3-dimethoxybutoxy)tetrahydro-2H-pyran | 1020075-72-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3,3-dimethoxybutoxy)tetrahydro-2H-pyran
• 英文别名: 2-(3,3-Dimethoxybutoxy)oxane
• CAS: 1020075-72-2
• 化学式: C₁₁H₂₂O₄
• 分子量: 218.293
• InChiKey: AVXQMCKIJPXYQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-四氢吡喃基氧基-丁烷-2-酮 、 原甲酸三甲酯 在 indium(III) triflate 甲醇 作用下， 反应 0.75h， 以97%的产率得到2-(3,3-dimethoxybutoxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  Indium(III)trifluoromethanesulfonate as a mild, efficient catalyst for the formation of acetals and ketals in the presence of acid sensitive functional groups

  摘要：

  Aldehydes and ketones, including acetophenone and benzophenone, are readily protected under mild, neutral conditions in the presence of various alcohols or orthoformates and catalytic amounts of indium(III) trifluoromethanesulfonate (<0.8 mol %) under either room temperature or mild heating conditions to give the corresponding cyclic and acyclic acetals and ketals in good to excellent yields. Acid sensitive functional groups, N-Boc, THP, and TBDMS do not undergo competitive deprotection under the reported conditions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.118

文献信息

• Indium(III)trifluoromethanesulfonate as a mild, efficient catalyst for the formation of acetals and ketals in the presence of acid sensitive functional groups
  作者：Brian T. Gregg、Kathryn C. Golden、John F. Quinn

  DOI：10.1016/j.tet.2008.01.118

  日期：2008.4

  Aldehydes and ketones, including acetophenone and benzophenone, are readily protected under mild, neutral conditions in the presence of various alcohols or orthoformates and catalytic amounts of indium(III) trifluoromethanesulfonate (<0.8 mol %) under either room temperature or mild heating conditions to give the corresponding cyclic and acyclic acetals and ketals in good to excellent yields. Acid sensitive functional groups, N-Boc, THP, and TBDMS do not undergo competitive deprotection under the reported conditions. (C) 2008 Elsevier Ltd. All rights reserved.