cis-1,3-bis(cyanomethyl)-4-cyclopentene | 329353-36-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cis-1,3-bis(cyanomethyl)-4-cyclopentene
• 英文别名: 2-[(1S,4R)-4-(cyanomethyl)cyclopent-2-en-1-yl]acetonitrile
• CAS: 329353-36-8
• 化学式: C₉H₁₀N₂
• 分子量: 146.192
• InChiKey: MZTUPQPHPQFIPK-DTORHVGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-1,3-bis(cyanomethyl)-4-cyclopentene 在 二甲基硫 、 sodium methylate 、 二异丁基氢化铝 、 臭氧 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 83.0h， 生成 2-[(2RS,13aRS,13bRS)-12-oxo-2,3,5,6,12,13,13a,13b-octahydro-1H-[1,7]naphthyridino[7,8,1-lma]-β-carbolin-1-yl]acetaldehyde
  参考文献：
  名称：

  A synthetic approach to tacamonine. Access to 3-epitacamonine and 14-epitacamonine

  摘要：

  3-Epitacamonine and 14-epitacamonine have been synthesized starting from the dinitrile 3. The synthetic route was designed on the basis of symmetric considerations which emphasized the establishment of the relative configuration in two of the three stereocenters. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01025-5
• 作为产物：
  描述：

  (cyclopent-4-ene-1,3-diyl)bis(methylene)bis(4-methylbenzenesulfonate) 、 氰化钾 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以93%的产率得到cis-1,3-bis(cyanomethyl)-4-cyclopentene
  参考文献：
  名称：

  A synthetic approach to tacamonine. Access to 3-epitacamonine and 14-epitacamonine

  摘要：

  3-Epitacamonine and 14-epitacamonine have been synthesized starting from the dinitrile 3. The synthetic route was designed on the basis of symmetric considerations which emphasized the establishment of the relative configuration in two of the three stereocenters. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01025-5

文献信息

• A synthetic approach to tacamonine. Access to 3-epitacamonine and 14-epitacamonine
  作者：Tse-Lok Ho、Chun-Yuan Su

  DOI：10.1016/s0040-4020(00)01025-5

  日期：2001.1

  3-Epitacamonine and 14-epitacamonine have been synthesized starting from the dinitrile 3. The synthetic route was designed on the basis of symmetric considerations which emphasized the establishment of the relative configuration in two of the three stereocenters. (C) 2001 Elsevier Science Ltd. All rights reserved.