2-Methyl-1-[(2-methyl-1,3-dioxolan-2-yl)methyl]cyclopropan-1-ol | 1332858-66-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-1-[(2-methyl-1,3-dioxolan-2-yl)methyl]cyclopropan-1-ol
• 英文别名: 2-methyl-1-[(2-methyl-1,3-dioxolan-2-yl)methyl]cyclopropan-1-ol
• CAS: 1332858-66-8
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: OLMIZQFPBOROHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Methyl-1-[(2-methyl-1,3-dioxolan-2-yl)methyl]cyclopropan-1-ol 在 硫酸 、 2C₂₀H₂₉O₂^(1-)*Mn⁽²⁺⁾ 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 4.0h， 生成 4H-吡喃-4-酮,2,3-二氢-2,6-二甲基-
  参考文献：
  名称：

  A convenient route to 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones via oxidative cleavage of protected 1-(2-oxoalkyl)-cyclopropanols. Synthesis of (±)-hepialone and its natural congener

  摘要：

  An efficient strategy for the synthesis of 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones has been developed, the key steps of which are oxidative cleavage of the three-membered rings of 1-(2-oxoalkyl)-cyclopropanols and acid-promoted cyclization of the resulting beta-hydroxyketones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.042
• 作为产物：
  描述：

  苹果酯 、 丙基溴化镁 在 titanium(IV) isopropylate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以63%的产率得到2-Methyl-1-[(2-methyl-1,3-dioxolan-2-yl)methyl]cyclopropan-1-ol
  参考文献：
  名称：

  A convenient route to 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones via oxidative cleavage of protected 1-(2-oxoalkyl)-cyclopropanols. Synthesis of (±)-hepialone and its natural congener

  摘要：

  An efficient strategy for the synthesis of 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones has been developed, the key steps of which are oxidative cleavage of the three-membered rings of 1-(2-oxoalkyl)-cyclopropanols and acid-promoted cyclization of the resulting beta-hydroxyketones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.042

文献信息

• A convenient route to 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones via oxidative cleavage of protected 1-(2-oxoalkyl)-cyclopropanols. Synthesis of (±)-hepialone and its natural congener
  作者：Dmitry A. Astashko、Vladimir I. Tyvorskii

  DOI：10.1016/j.tetlet.2011.07.042

  日期：2011.9

  An efficient strategy for the synthesis of 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones has been developed, the key steps of which are oxidative cleavage of the three-membered rings of 1-(2-oxoalkyl)-cyclopropanols and acid-promoted cyclization of the resulting beta-hydroxyketones. (C) 2011 Elsevier Ltd. All rights reserved.