(5RS)-5-hydroxy-N-(2-trimethylsilyl)ethoxycarbonyl-1,2,5,6-tetrahydropyridine | 1227005-51-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (5RS)-5-hydroxy-N-(2-trimethylsilyl)ethoxycarbonyl-1,2,5,6-tetrahydropyridine
• CAS: 1227005-51-7
• 化学式: C₁₁H₂₁NO₃Si
• 分子量: 243.378
• InChiKey: BGFWNFUECAPSOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  49.77
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (5RS)-5-hydroxy-N-(2-trimethylsilyl)ethoxycarbonyl-1,2,5,6-tetrahydropyridine 、 1-叠氮基-4-(溴甲基)苯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以6.5 g的产率得到(5RS)-5-(4-azidobenzyloxy)-N-(2-trimethylsilyl)ethoxycarbonyl-1,2,5,6-tetrahydropyridine
  参考文献：
  名称：

  Synthesis and Evaluation of Novel 3,4-Epoxypiperidines as Efficient DNA Alkylating Agents

  摘要：

  3,4-Epoxypiperidine derivatives are novel DNA alkylating agents based on an active site of the antitumor antibiotics azinomycins A and B. A 3,4-epoxypiperidine library was constructed containing derivatives with a variety of functional groups at C5 via Huisgen reaction, and DNA cleavage activity was examined. Results revealed a more active derivative than any 3,4-epoxypiperidines previously reported.

  DOI：

  10.3987/com-09-s(s)112
• 作为产物：
  描述：

  3-hydroxy-3,6-dihydro-2H-pyridine-1-carboxylic acid 、 N-[2-(三甲基硅基)乙氧羰氧基]琥珀酰亚胺 以 二氯甲烷 为溶剂， 反应 0.75h， 以4.9 g的产率得到(5RS)-5-hydroxy-N-(2-trimethylsilyl)ethoxycarbonyl-1,2,5,6-tetrahydropyridine
  参考文献：
  名称：

  Synthesis and Evaluation of Novel 3,4-Epoxypiperidines as Efficient DNA Alkylating Agents

  摘要：

  3,4-Epoxypiperidine derivatives are novel DNA alkylating agents based on an active site of the antitumor antibiotics azinomycins A and B. A 3,4-epoxypiperidine library was constructed containing derivatives with a variety of functional groups at C5 via Huisgen reaction, and DNA cleavage activity was examined. Results revealed a more active derivative than any 3,4-epoxypiperidines previously reported.

  DOI：

  10.3987/com-09-s(s)112