4-n-butyloxy-4-methoxytetrahydro-4H-pyran | 1019737-54-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-n-butyloxy-4-methoxytetrahydro-4H-pyran
• 英文别名: 4-Butoxy-4-methoxyoxane；4-butoxy-4-methoxyoxane
• CAS: 1019737-54-2
• 化学式: C₁₀H₂₀O₃
• 分子量: 188.267
• InChiKey: PRISGPNAVJQFTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-n-butyloxy-4-methoxytetrahydro-4H-pyran 在 四氯化钛 、 吡啶 、 氢氧化钾 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以22%的产率得到4-butoxy-5,6-dihydro-2H-pyran
  参考文献：
  名称：

  Efficient preparation of 4-methoxy-5,6-dihydro-2H-pyran

  摘要：

  We report the efficient synthesis of 4-methoxy-5,6-dihydro-2H-pyran (MDHP) via the TiCl(4) driven elimination of MeOH from 4,4-dimethoxytetrahydropyran. The previous difficulty of preparing MDHP restricted the wider use of 4-methoxytetrahydropyran-4-yl (MTHP) acyclic acetals, which have desirable protecting group properties when compared to more commonly used MOM- and THP-acetals. The behaviour of the elimination on related acetals is also examined. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.039
• 作为产物：
  描述：

  5,6-二氢-4-甲氧基-2H-吡喃 、 正丁醇 在 三苯基膦氢溴酸盐 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以72%的产率得到4,4-dibutyloxytetrahydro-4H-pyran
  参考文献：
  名称：

  Efficient preparation of 4-methoxy-5,6-dihydro-2H-pyran

  摘要：

  We report the efficient synthesis of 4-methoxy-5,6-dihydro-2H-pyran (MDHP) via the TiCl(4) driven elimination of MeOH from 4,4-dimethoxytetrahydropyran. The previous difficulty of preparing MDHP restricted the wider use of 4-methoxytetrahydropyran-4-yl (MTHP) acyclic acetals, which have desirable protecting group properties when compared to more commonly used MOM- and THP-acetals. The behaviour of the elimination on related acetals is also examined. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.039

文献信息

• Efficient preparation of 4-methoxy-5,6-dihydro-2H-pyran
  作者：Nitesh Panchal、Arantxa Fernandez-Yarza、Paul Free、Piers R.J. Gaffney

  DOI：10.1016/j.tetlet.2008.01.039

  日期：2008.3

  We report the efficient synthesis of 4-methoxy-5,6-dihydro-2H-pyran (MDHP) via the TiCl(4) driven elimination of MeOH from 4,4-dimethoxytetrahydropyran. The previous difficulty of preparing MDHP restricted the wider use of 4-methoxytetrahydropyran-4-yl (MTHP) acyclic acetals, which have desirable protecting group properties when compared to more commonly used MOM- and THP-acetals. The behaviour of the elimination on related acetals is also examined. (C) 2008 Elsevier Ltd. All rights reserved.