(2-methyl-5-oxotetrahydrofuran-2-yl)acetaldehyde | 1429921-91-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (2-methyl-5-oxotetrahydrofuran-2-yl)acetaldehyde
• 英文别名: (2-Methyl-5-oxotetrahydrofuran-2-yl)acetaldehyde；2-(2-methyl-5-oxooxolan-2-yl)acetaldehyde
• CAS: 1429921-91-4
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: SOBNOXDMQZRHIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-methyl-5-oxotetrahydrofuran-2-yl)acetaldehyde 在 lithium aluminium tetrahydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Stereoselective synthesis of 1-methyl-1,2-and 1,3-cyclopentanediols via γ-lactones

  摘要：

  A method for the synthesis of 1-methylcarbapentofuranose derivatives was developed, where 1,2-cis- and 1,2-trans-4-hydroxymethyl-1-methylcyclopentanediols were obtained from intramolecular opening of a 4-epoxy-4-methyl-gamma-lactone. An intramolecular aldol reaction of 4-methyl-4-(2-oxoethyl)-gamma-lactone derivatives yielded 1,3-cis- and 1,3-trans-4-hydroxymethyl-1-methylcyclopentanediols.

  DOI：

  10.1007/s10593-013-1206-4
• 作为产物：
  描述：

  5-allyl-5-methyldihydrofuran-2(3H)-one 在 sodium periodate 、 四氧化锇 、 silica gel 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 23.67h， 生成 (2-methyl-5-oxotetrahydrofuran-2-yl)acetaldehyde
  参考文献：
  名称：

  Stereoselective synthesis of 1-methyl-1,2-and 1,3-cyclopentanediols via γ-lactones

  摘要：

  A method for the synthesis of 1-methylcarbapentofuranose derivatives was developed, where 1,2-cis- and 1,2-trans-4-hydroxymethyl-1-methylcyclopentanediols were obtained from intramolecular opening of a 4-epoxy-4-methyl-gamma-lactone. An intramolecular aldol reaction of 4-methyl-4-(2-oxoethyl)-gamma-lactone derivatives yielded 1,3-cis- and 1,3-trans-4-hydroxymethyl-1-methylcyclopentanediols.

  DOI：

  10.1007/s10593-013-1206-4

文献信息

• Stereoselective synthesis of 1-methyl-1,2-and 1,3-cyclopentanediols via γ-lactones
  作者：A. Niidu、A. Paju、A.-M. Müürisepp、I. Järving、T. Kailas、T. Pehk、M. Lopp

  DOI：10.1007/s10593-013-1206-4

  日期：2013.3

  A method for the synthesis of 1-methylcarbapentofuranose derivatives was developed, where 1,2-cis- and 1,2-trans-4-hydroxymethyl-1-methylcyclopentanediols were obtained from intramolecular opening of a 4-epoxy-4-methyl-gamma-lactone. An intramolecular aldol reaction of 4-methyl-4-(2-oxoethyl)-gamma-lactone derivatives yielded 1,3-cis- and 1,3-trans-4-hydroxymethyl-1-methylcyclopentanediols.