Acetic acid 1-(12-amino-dodecyl)-6-oxo-cyclohexa-2,4-dienyl ester | 934972-02-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid 1-(12-amino-dodecyl)-6-oxo-cyclohexa-2,4-dienyl ester
• 英文别名: [1-(12-Aminododecyl)-6-oxocyclohexa-2,4-dien-1-yl] acetate
• CAS: 934972-02-8
• 化学式: C₂₀H₃₃NO₃
• 分子量: 335.487
• InChiKey: JLTWSOJEMYVMFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetic acid 1-(12-amino-dodecyl)-6-oxo-cyclohexa-2,4-dienyl ester 在 N-甲基咪唑 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid (4Z,6E)-2-oxo-azacyclononadeca-4,6-dien-7-yl ester 、 Acetic acid (4Z,6E,23Z,25E)-26-acetoxy-2,21-dioxo-1,20-diaza-cyclooctatriaconta-4,6,23,25-tetraen-7-yl ester
  参考文献：
  名称：

  Photolactamization: A Novel Synthetic Entry into Large Ring-Sized Lactams

  摘要：

  Diene ketenes smoothly accessible by photochemical ring cleavage of omicron-quinol acetates, in the presence of primary or secondary amines afford the corresponding amides. In an intramolecular version of this reaction macrocyclic lactams of type A are produced, if aminoalkylated omicron-quinol acetates of type C are used as photo reactants. These photo reactants are available on acid mediated removal of the Boc-protecting group from Wessely acetoxylation products of type D, easily formed via compounds of type E from aminoalkylated phenols of type F.

  DOI：

  10.1016/0040-4039(92)88118-o
• 作为产物：
  描述：

  Acetic acid 1-(12-tert-butoxycarbonylamino-dodecyl)-6-oxo-cyclohexa-2,4-dienyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid 1-(12-amino-dodecyl)-6-oxo-cyclohexa-2,4-dienyl ester
  参考文献：
  名称：

  Photolactamization: A Novel Synthetic Entry into Large Ring-Sized Lactams

  摘要：

  Diene ketenes smoothly accessible by photochemical ring cleavage of omicron-quinol acetates, in the presence of primary or secondary amines afford the corresponding amides. In an intramolecular version of this reaction macrocyclic lactams of type A are produced, if aminoalkylated omicron-quinol acetates of type C are used as photo reactants. These photo reactants are available on acid mediated removal of the Boc-protecting group from Wessely acetoxylation products of type D, easily formed via compounds of type E from aminoalkylated phenols of type F.

  DOI：

  10.1016/0040-4039(92)88118-o