Methyl 5-methyltetrahydrofuran-2-acetat | 18381-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: Methyl 5-methyltetrahydrofuran-2-acetat
• 英文别名: (5-methyl-tetrahydro-furan-2-yl)-acetic acid methyl ester；Methyl 2-(5-methyloxolan-2-yl)acetate；methyl 2-(5-methyloxolan-2-yl)acetate
• CAS: 18381-28-7
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: IVPOSVJLBUSKIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 5-methyltetrahydrofuran-2-acetat 在 lithium aluminium tetrahydride 作用下， 生成 trans-2-(2'-acetoxyethyl)-5-methyltetrahydrofuran 、 cis-2-(2'-acetoxyethyl)-5-methyltetrahydrofuran
  参考文献：
  名称：

  β-Alkoxyacrylates in radical cyclizations: Remarkably efficient oxacyle synthesis

  摘要：

  Beta-alkoxyacrylates were found to be exceptionally efficient radical acceptors in radical-mediated intramolecular cyclizations. For example, reaction of 5-bromo-2-pentanol with ethyl propiolate, tributylstannane-mediated radical cyclization, and hydrolysis yielded (+/-)-(cis-6-methyltetrahydropyran-2-yl)acetic acid, a known component of civet.

  DOI：

  10.1016/s0040-4039(00)74101-3
• 作为产物：
  描述：

  methyl 3-hydroxy-6-heptenoate 在 N-溴代丁二酰亚胺(NBS) 、 三正丁基氢锡 作用下， 生成 Methyl 5-methyltetrahydrofuran-2-acetat
  参考文献：
  名称：

  β-Alkoxyacrylates in radical cyclizations: Remarkably efficient oxacyle synthesis

  摘要：

  Beta-alkoxyacrylates were found to be exceptionally efficient radical acceptors in radical-mediated intramolecular cyclizations. For example, reaction of 5-bromo-2-pentanol with ethyl propiolate, tributylstannane-mediated radical cyclization, and hydrolysis yielded (+/-)-(cis-6-methyltetrahydropyran-2-yl)acetic acid, a known component of civet.

  DOI：

  10.1016/s0040-4039(00)74101-3

文献信息

• β-Alkoxyacrylates in radical cyclizations: Remarkably efficient oxacyle synthesis
  作者：Eun Lee、Sung Tae Jin、Chulbom Lee、Park Cheol Min

  DOI：10.1016/s0040-4039(00)74101-3

  日期：1993.7

  Beta-alkoxyacrylates were found to be exceptionally efficient radical acceptors in radical-mediated intramolecular cyclizations. For example, reaction of 5-bromo-2-pentanol with ethyl propiolate, tributylstannane-mediated radical cyclization, and hydrolysis yielded (+/-)-(cis-6-methyltetrahydropyran-2-yl)acetic acid, a known component of civet.