(S)-1-Benzyl-6-oxo-piperidine-2-carboxylic acid ethyl ester | 678163-50-3

• 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: (S)-1-Benzyl-6-oxo-piperidine-2-carboxylic acid ethyl ester
• 英文别名: ethyl (2S)-1-benzyl-6-oxopiperidine-2-carboxylate
• CAS: 678163-50-3
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: QJAKGKDFPYVNQB-ZDUSSCGKSA-N

物化性质

• 沸点：
  421.2±45.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲基碘化镁 、 (S)-1-Benzyl-6-oxo-piperidine-2-carboxylic acid ethyl ester 以 四氢呋喃 为溶剂， 以91%的产率得到(S)-1-Benzyl-6-(1-hydroxy-1-methyl-ethyl)-piperidin-2-one
  参考文献：
  名称：

  Synthesis of the putative structures of homopumiliotoxins 235C and 233F

  摘要：

  A novel approach to diene based quinolizidines, using an intramolecular Heck reaction in which the vinyl bromide double bond undergoes inversion of configuration, is reported. These quinolizidines have previously been proposed as tentative structures for homopumiliotoxin alkaloids 233F and 235C. The mass spectral data of the synthetic materials were different to those of the natural products confirming that the original structures need to be revised. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.126
• 作为产物：
  描述：

  L-2-氨基己二酸 在 sodium tetrahydroborate 、 氯化亚砜 、 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 96.0h， 生成 (S)-1-Benzyl-6-oxo-piperidine-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of the putative structures of homopumiliotoxins 235C and 233F

  摘要：

  A novel approach to diene based quinolizidines, using an intramolecular Heck reaction in which the vinyl bromide double bond undergoes inversion of configuration, is reported. These quinolizidines have previously been proposed as tentative structures for homopumiliotoxin alkaloids 233F and 235C. The mass spectral data of the synthetic materials were different to those of the natural products confirming that the original structures need to be revised. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.126

文献信息

• Synthesis of the putative structures of homopumiliotoxins 235C and 233F
  作者：Paul Armstrong、Stephanie Feutren、Helena McAlonan、Gavin O’Mahony、Paul J. Stevenson

  DOI：10.1016/j.tetlet.2003.12.126

  日期：2004.2

  A novel approach to diene based quinolizidines, using an intramolecular Heck reaction in which the vinyl bromide double bond undergoes inversion of configuration, is reported. These quinolizidines have previously been proposed as tentative structures for homopumiliotoxin alkaloids 233F and 235C. The mass spectral data of the synthetic materials were different to those of the natural products confirming that the original structures need to be revised. (C) 2004 Elsevier Ltd. All rights reserved.