Acetic acid 1-(6-tert-butoxycarbonylamino-hexyl)-6-oxo-cyclohexa-2,4-dienyl ester | 141920-45-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid 1-(6-tert-butoxycarbonylamino-hexyl)-6-oxo-cyclohexa-2,4-dienyl ester
• 英文别名: [1-[6-[(2-Methylpropan-2-yl)oxycarbonylamino]hexyl]-6-oxocyclohexa-2,4-dien-1-yl] acetate
• CAS: 141920-45-8
• 化学式: C₁₉H₂₉NO₅
• 分子量: 351.443
• InChiKey: WBKFOUWSIJZXLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Acetic acid 1-(6-tert-butoxycarbonylamino-hexyl)-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-(6-amino-hexyl)-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
• 作为产物：
  描述：

  2-(6-Azido-hexyl)-phenol 在 lithium aluminium tetrahydride 、 三氟化硼乙醚 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 Acetic acid 1-(6-tert-butoxycarbonylamino-hexyl)-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