acetic acid-(1-cyclohexyl-2-nitro-propyl ester) | 854708-26-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: acetic acid-(1-cyclohexyl-2-nitro-propyl ester)
• 英文别名: Essigsaeure-(1-cyclohexyl-2-nitro-propylester)；(1-Cyclohexyl-2-nitropropyl) acetate
• CAS: 854708-26-2
• 化学式: C₁₁H₁₉NO₄
• 分子量: 229.276
• InChiKey: WGBZWGSTWSOVSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  acetic acid-(1-cyclohexyl-2-nitro-propyl ester) 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 1-环己基-2-硝基丙烷
  参考文献：
  名称：

  Inter- and intramolecular [4 + 2] cycloadditions of nitroalkenes with olefins. 2-Nitrostyrenes

  摘要：

  Aromatic nitroalkenes 9-12 underwent Lewis acid catalyzed cycloadditions with various cyclic alkenes to afford high yields of nitronates 25-30 with exclusive anti selectivity. Hammett studies helped to further delineate the role of the Lewis acid. Reaction of nitroalkenes 8 and 10 with various cyclic dienes in the presence of a Lewis acid demonstrated the ability of nitroalkenes to behave as dienes in cycloadditions. The major products were the syn diastereomers which arise from an endo-folded transition structure. Finally, intramolecular cycloaddition of 36-39 allowed a correlation between the stereochemical course of the reaction and positions of sp2 centers in the tether to be addressed.

  DOI：

  10.1021/jo00044a029
• 作为产物：
  描述：

  环己烷基甲醛 在 4-二甲氨基吡啶 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 乙醚 、 叔丁醇 为溶剂， 反应 7.0h， 生成 acetic acid-(1-cyclohexyl-2-nitro-propyl ester)
  参考文献：
  名称：

  Inter- and intramolecular [4 + 2] cycloadditions of nitroalkenes with olefins. 2-Nitrostyrenes

  摘要：

  Aromatic nitroalkenes 9-12 underwent Lewis acid catalyzed cycloadditions with various cyclic alkenes to afford high yields of nitronates 25-30 with exclusive anti selectivity. Hammett studies helped to further delineate the role of the Lewis acid. Reaction of nitroalkenes 8 and 10 with various cyclic dienes in the presence of a Lewis acid demonstrated the ability of nitroalkenes to behave as dienes in cycloadditions. The major products were the syn diastereomers which arise from an endo-folded transition structure. Finally, intramolecular cycloaddition of 36-39 allowed a correlation between the stereochemical course of the reaction and positions of sp2 centers in the tether to be addressed.

  DOI：

  10.1021/jo00044a029

文献信息

• US2673223
  申请人：——

  公开号：——

  公开（公告）日：——