N-(2-氰乙基)-1,5-二氨基戊烷 | 35513-95-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-(2-氰乙基)-1,5-二氨基戊烷
• 英文名称: N-(2-cyanoethyl)-1,5-diaminopentane
• 英文别名: 3-(5-Aminopentylamino)propanenitrile
• CAS: 35513-95-2
• 化学式: C₈H₁₇N₃
• 分子量: 155.243
• InChiKey: HOHVSDOMCGMMAK-UHFFFAOYSA-N

物化性质

• 沸点：
  108-110 °C(Press: 0.2 Torr)
• 密度：
  0.932±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-氰乙基)-1,5-二氨基戊烷 在 platinum(IV) oxide 锂硼氢 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Absolute Structure and Total Synthesis of Lipogrammistin-A, a Lipophilic Ichthyotoxin of the Soapfish

  摘要：

  Lipogrammistin-A (Ib) was isolated as an ichthyotoxic and hemolytic constituent of the skin mucus of the grammistid fish Aulacocephalus temmincki. Its absolute stereochemistry was established by chemical degradation and total synthesis. The stereochemistry of the 2-methylbutyryl moieties attached to N9 and N15 was determined to be S by HPLC analysis of a diastereomeric derivative. The stereochemistry of the remaining C4 position was elucidated to be S by a total synthesis of the two diastereomers (4S)- and (4R)-1.

  DOI：

  10.1021/jo9722461
• 作为产物：
  描述：

  1,5-二氨基戊烷 、 丙烯腈 生成 N-(2-氰乙基)-1,5-二氨基戊烷
  参考文献：
  名称：

  亚精和亚精的类似物。I.通过还原氰基化的α-α-二甲基乙二胺来合成聚乙烯亚胺。

  摘要：

  DOI：

  10.1021/jm00336a006

文献信息

• Analogs of Spermine and Spermidine. I. Synthesis of Polymethylenepolyamines by Reduction of Cyanoethylated α,ι-Alkylenediamines^1,2
  作者：Mervyn Israel、Joan Samour Rosenfield、Edward J. Modest

  DOI：10.1021/jm00336a006

  日期：1964.11
• The total large-scale synthesis of argiopine
  作者：A. A. Formanovsky、I. S. Popova、I. V. Mikhura

  DOI：10.1134/s1068162009060120

  日期：2009.11

  The total large-scale synthesis of a natural toxin argiopine, a polymethylenepolyamine derivative, was developed. It consisted of 26 stages and included three key block schemes. Most of the stages proceeded quantitatively, which excluded the necessity of using the chromatographic separation of intermediates.
• UMEDA, YOSHIHISA;MORIGUCHI, MAKOTO;KURODA, HIROYUKI;NAKAMURA, TERUYA;FUJI+, J. ANTIBIOTICS, 40,(1987) N 9, 1303-1315
  作者：UMEDA, YOSHIHISA、MORIGUCHI, MAKOTO、KURODA, HIROYUKI、NAKAMURA, TERUYA、FUJI+

  DOI：——

  日期：——
• Absolute Structure and Total Synthesis of Lipogrammistin-A, a Lipophilic Ichthyotoxin of the Soapfish
  作者：Hiroyuki Onuki、Kei Ito、Yoshimasa Kobayashi、Nobuaki Matsumori、Kazuo Tachibana、Nobuhiro Fusetani

  DOI：10.1021/jo9722461

  日期：1998.6.1

  Lipogrammistin-A (Ib) was isolated as an ichthyotoxic and hemolytic constituent of the skin mucus of the grammistid fish Aulacocephalus temmincki. Its absolute stereochemistry was established by chemical degradation and total synthesis. The stereochemistry of the 2-methylbutyryl moieties attached to N9 and N15 was determined to be S by HPLC analysis of a diastereomeric derivative. The stereochemistry of the remaining C4 position was elucidated to be S by a total synthesis of the two diastereomers (4S)- and (4R)-1.