4-Hydroxy-1-(2-methyl-1,3-dioxolan-2-yl)hexan-2-one | 1332858-75-9

• 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: 4-Hydroxy-1-(2-methyl-1,3-dioxolan-2-yl)hexan-2-one
• CAS: 1332858-75-9
• 化学式: C₁₀H₁₈O₄
• 分子量: 202.251
• InChiKey: ZKHPCQQBERSXNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-1-(2-methyl-1,3-dioxolan-2-yl)hexan-2-one 在 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以86%的产率得到2-乙基-6-甲基-2,3-二氢吡喃-4-酮
  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 在 titanium(IV) isopropylate 、 2C₂₀H₂₉O₂^(1-)*Mn⁽²⁺⁾ 作用下， 以 四氢呋喃 、 乙醚 、 苯 为溶剂， 反应 2.0h， 生成 4-Hydroxy-1-(2-methyl-1,3-dioxolan-2-yl)hexan-2-one
  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.