6-羟基-1-戊-4-炔基-哌啶-2-酮 | 1026184-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 6-羟基-1-戊-4-炔基-哌啶-2-酮
• 英文名称: 6-Hydroxy-1-pent-4-ynylpiperidin-2-one
• CAS: 1026184-90-6
• 化学式: C₁₀H₁₅NO₂
• 分子量: 181.235
• InChiKey: LCYDCIIWOBSJCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-羟基-1-戊-4-炔基-哌啶-2-酮 在 氢氟酸 作用下， 反应 3.0h， 生成 、
  参考文献：
  名称：

  1-Bromalkynes as π-nucleophiles in acyliminium ion cyclilizations. a formal synthesis of lupinine and epilupinine.

  摘要：

  The use of a 1-bromoalkyne as pi-nucleophile in the alpha-N-acyliminium ion cyclization of a glutarimide derivative results in the formation of a single bromoenol triflate 11 in triflic acid-trifluoroacetic and of a mixture (E/Z: 4/1) of bromofluoro derivatives 12a,b in HF, 11 is quantitatively converted to esters 9a,b which are also obtained after trifluoroscetic acid treatment and methanolysis. 9a,b are known precursors of lupinine and epilupinine.

  DOI：

  10.1016/s0040-4039(00)92521-8
• 作为产物：
  描述：

  1-pent-4-ynyl-1-piperidine-2,6-dione 在 sodium tetrahydroborate 作用下， 以96%的产率得到6-羟基-1-戊-4-炔基-哌啶-2-酮
  参考文献：
  名称：

  1-Bromalkynes as π-nucleophiles in acyliminium ion cyclilizations. a formal synthesis of lupinine and epilupinine.

  摘要：

  The use of a 1-bromoalkyne as pi-nucleophile in the alpha-N-acyliminium ion cyclization of a glutarimide derivative results in the formation of a single bromoenol triflate 11 in triflic acid-trifluoroacetic and of a mixture (E/Z: 4/1) of bromofluoro derivatives 12a,b in HF, 11 is quantitatively converted to esters 9a,b which are also obtained after trifluoroscetic acid treatment and methanolysis. 9a,b are known precursors of lupinine and epilupinine.

  DOI：

  10.1016/s0040-4039(00)92521-8