(3S,5S,8S)-(+)-3-heptyl-5-propylhexahydropyrrolizine | 1184257-87-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯里西啶类
• 英文名称: (3S,5S,8S)-(+)-3-heptyl-5-propylhexahydropyrrolizine
• 英文别名: (3S,5S,8S)-3-heptyl-5-propyl-2,3,5,6,7,8-hexahydro-1H-pyrrolizine
• CAS: 1184257-87-1
• 化学式: C₁₇H₃₃N
• 分子量: 251.456
• InChiKey: UULOHWOOKADKJD-ULQDDVLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 40.0h， 以100%的产率得到(3S,5S,8S)-(+)-3-heptyl-5-propylhexahydropyrrolizine
  参考文献：
  名称：

  Efficient Enantio- and Diastereodivergent Synthesis of Poison-Frog Alkaloids 251O and trans-223B

  摘要：

  An efficient and flexible synthesis of poison-frog alkaloids 251O and trans-223B has been achieved by using for both alkaloids an enantiodivergent process starting from the common lactam 1. The relative stereochemistry of 251O and trans-223B was determined to be 7 (R = n-C7H15, R' = n-Pr) and 14 by the present enantioselective synthesis.

  DOI：

  10.1021/jo901100m

文献信息

• Efficient Enantio- and Diastereodivergent Synthesis of Poison-Frog Alkaloids <b>251O</b> and <i>trans</i>-<b>223B</b>
  作者：Naoki Toyooka、Dejun Zhou、Hideo Nemoto、Yasuhiro Tezuka、Shigetoshi Kadota、Nirina R. Andriamaharavo、H. Martin Garraffo、Thomas F. Spande、John W. Daly

  DOI：10.1021/jo901100m

  日期：2009.9.4

  An efficient and flexible synthesis of poison-frog alkaloids 251O and trans-223B has been achieved by using for both alkaloids an enantiodivergent process starting from the common lactam 1. The relative stereochemistry of 251O and trans-223B was determined to be 7 (R = n-C7H15, R' = n-Pr) and 14 by the present enantioselective synthesis.