Methyl 4-(2-methoxyethoxy)-5-phenoxypentanoate | 182416-58-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Methyl 4-(2-methoxyethoxy)-5-phenoxypentanoate
• CAS: 182416-58-6
• 化学式: C₁₅H₂₂O₅
• 分子量: 282.337
• InChiKey: KZCFUVBFZHWXAY-UHFFFAOYSA-N

物化性质

• 沸点：
  372.7±42.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 4-(2-methoxyethoxy)-5-phenoxypentanoate 在 p-nitrobenzenesulfonyl azide 、 sodium hydride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 12.33h， 生成 Methyl 2-diazo-4-(2-methoxyethoxy)-5-phenoxypentanoate
  参考文献：
  名称：

  Diastereoselective Rh-Mediated Construction of 2,3,5-Trisubstituted Tetrahydrofurans

  摘要：

  Dirhodium(II) carboxylate catalyzed cyclization of a series of gamma-alkoxy-alpha-diazo esters 1 has been shown to proceed with substantial diastereoselectivity, producing the 2,3,5-trisubstituted tetrahydrofurans 2 and 3. The diastereoselectivity of the cyclization improved as the electron-withdrawing ability of the substituent R increased. A mechanistic hypothesis is presented.

  DOI：

  10.1021/jo960758u
• 作为产物：
  描述：

  甲醇 、 6-phenoxy-5-(2-methoxyethoxy)-1-hexene 在 sodium hydroxide 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以62%的产率得到Methyl 4-(2-methoxyethoxy)-5-phenoxypentanoate
  参考文献：
  名称：

  Diastereoselective Rh-Mediated Construction of 2,3,5-Trisubstituted Tetrahydrofurans

  摘要：

  Dirhodium(II) carboxylate catalyzed cyclization of a series of gamma-alkoxy-alpha-diazo esters 1 has been shown to proceed with substantial diastereoselectivity, producing the 2,3,5-trisubstituted tetrahydrofurans 2 and 3. The diastereoselectivity of the cyclization improved as the electron-withdrawing ability of the substituent R increased. A mechanistic hypothesis is presented.

  DOI：

  10.1021/jo960758u

文献信息

• Diastereoselective Rh-Mediated Construction of 2,3,5-Trisubstituted Tetrahydrofurans
  作者：Douglass F. Taber、Ying Song

  DOI：10.1021/jo960758u

  日期：1996.1.1

  Dirhodium(II) carboxylate catalyzed cyclization of a series of gamma-alkoxy-alpha-diazo esters 1 has been shown to proceed with substantial diastereoselectivity, producing the 2,3,5-trisubstituted tetrahydrofurans 2 and 3. The diastereoselectivity of the cyclization improved as the electron-withdrawing ability of the substituent R increased. A mechanistic hypothesis is presented.