N-t-butyloxycarbonyl-3-(1-oxo-4-pentynyl)-4-piperidinone | 217807-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-t-butyloxycarbonyl-3-(1-oxo-4-pentynyl)-4-piperidinone
• 英文别名: Tert-butyl 4-oxo-3-pent-4-ynoylpiperidine-1-carboxylate
• CAS: 217807-99-3
• 化学式: C₁₅H₂₁NO₄
• 分子量: 279.336
• InChiKey: XCEYYJWIASGRCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-t-butyloxycarbonyl-3-(1-oxo-4-pentynyl)-4-piperidinone 在 sodium tetrahydroborate 作用下， 生成 N-t-butyloxycarbonyl-3-(1-hydroxy-4-pentynyl)-4-piperidinol
  参考文献：
  名称：

  Ueda, T.; Irie, T.; Fukushi, K., Journal of labelled compounds and radiopharmaceuticals, 1997, vol. 40, p. 100 - 102

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氧代哌啶酮盐酸盐 在 sodium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 22.0h， 生成 N-t-butyloxycarbonyl-3-(1-oxo-4-pentynyl)-4-piperidinone
  参考文献：
  名称：

  N ‐methyl‐3‐(1‐hydroxy‐5‐[ ¹²³ I]iodopent‐4‐enyl)‐4‐acetoxypiperidine, a novel candidate of acetylcholinesterase activity imaging agent

  摘要：

  A novel acetylcholine radioanalog, N-methyl-3-(1-hydroxy-5-[I-123]iodopent-4-enyl)-4-acetoxypiperidine, was prepared by radioiodination of the corresponding tributylstannyl precursor that was synthesized in eight steps from 4-piperidone. The tracer has three asymmetric carbons giving eight optical isomers. Two optical isomers were isolated in the precursor synthesis by diastereomeric and enantiomeric separation. In the incubation experiments using rat cerebral cortical homogenate, one optical isomer was hydrolyzed by acetylcholinesterase with high reactivity and selectivity. The tracer is a candidate for mapping cerebral regional acetylcholinesterase activity by single photon emission computed tomography.

  DOI：

  10.1002/1099-1344(200007)43:8<753::aid-jlcr359>3.0.co;2-#

文献信息

• Ueda, T.; Irie, T.; Fukushi, K., Journal of labelled compounds and radiopharmaceuticals, 1997, vol. 40, p. 100 - 102
  作者：Ueda, T.、Irie, T.、Fukushi, K.、Nambda, H.、Iyo, M.、et al.

  DOI：——

  日期：——
• REAGENTS FOR ASSAYING CENTRAL LOCAL ACETYLCHOLINESTERASE ACTIVITY
  申请人：DAIICHI PURE CHEMICALS CO. LTD.

  公开号：EP0989120B1

  公开（公告）日：2003-01-15
• <i>N</i> ‐methyl‐3‐(1‐hydroxy‐5‐[ ¹²³ I]iodopent‐4‐enyl)‐4‐acetoxypiperidine, a novel candidate of acetylcholinesterase activity imaging agent
  作者：Takao Ueda、Toshiaki Irie、Kiyoshi Fukushi、Nobuo Ikota、Keizo Takatoku、Isamu Yomoda、Shin‐Ichiro Nagatsuka

  DOI：10.1002/1099-1344(200007)43:8<753::aid-jlcr359>3.0.co;2-#

  日期：2000.7

  A novel acetylcholine radioanalog, N-methyl-3-(1-hydroxy-5-[I-123]iodopent-4-enyl)-4-acetoxypiperidine, was prepared by radioiodination of the corresponding tributylstannyl precursor that was synthesized in eight steps from 4-piperidone. The tracer has three asymmetric carbons giving eight optical isomers. Two optical isomers were isolated in the precursor synthesis by diastereomeric and enantiomeric separation. In the incubation experiments using rat cerebral cortical homogenate, one optical isomer was hydrolyzed by acetylcholinesterase with high reactivity and selectivity. The tracer is a candidate for mapping cerebral regional acetylcholinesterase activity by single photon emission computed tomography.