(S)-N-(oct-1-en-3-yl)-N-p-toluenesulfonyl-2-ethenylaniline | 849412-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-N-(oct-1-en-3-yl)-N-p-toluenesulfonyl-2-ethenylaniline
• 英文别名: N-(2-ethenylphenyl)-4-methyl-N-[(3S)-oct-1-en-3-yl]benzenesulfonamide
• CAS: 849412-72-2
• 化学式: C₂₃H₂₉NO₂S
• 分子量: 383.555
• InChiKey: VNHZZKMLETYJGX-OAQYLSRUSA-N

物化性质

• 沸点：
  505.1±60.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-N-(oct-1-en-3-yl)-N-p-toluenesulfonyl-2-ethenylaniline 在 platinum(IV) oxide RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 anthracene sodium 、 氢气 作用下， 以 甲醇 、 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 13.17h， 生成 (S)-2-n-pentyl-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Total synthesis of (+)-(S)-angustureine and the determination of the absolute configuration of the natural product angustureine

  摘要：

  Angustureine, isolated from the bark of Galipea officinalis Hancock, is a novel quinoline alkaloid with a n-pentyl side chain at the 2-position. The total synthesis of (+)-(S)-angustureine and a determination of the absolute configuration of the natural product angustureine were achieved using ring-closing metathesis (RCM) and the Mitsunobu reaction as key steps. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.12.022
• 作为产物：
  描述：

  2-氨基苯乙烯 在 吡啶 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 (S)-N-(oct-1-en-3-yl)-N-p-toluenesulfonyl-2-ethenylaniline
  参考文献：
  名称：

  Total synthesis of (+)-(S)-angustureine and the determination of the absolute configuration of the natural product angustureine

  摘要：

  Angustureine, isolated from the bark of Galipea officinalis Hancock, is a novel quinoline alkaloid with a n-pentyl side chain at the 2-position. The total synthesis of (+)-(S)-angustureine and a determination of the absolute configuration of the natural product angustureine were achieved using ring-closing metathesis (RCM) and the Mitsunobu reaction as key steps. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.12.022

文献信息

• Total synthesis of (+)-(S)-angustureine and the determination of the absolute configuration of the natural product angustureine
  作者：Chumpol Theeraladanon、Mitsuhiro Arisawa、Masako Nakagawa、Atsushi Nishida

  DOI：10.1016/j.tetasy.2004.12.022

  日期：2005.2

  Angustureine, isolated from the bark of Galipea officinalis Hancock, is a novel quinoline alkaloid with a n-pentyl side chain at the 2-position. The total synthesis of (+)-(S)-angustureine and a determination of the absolute configuration of the natural product angustureine were achieved using ring-closing metathesis (RCM) and the Mitsunobu reaction as key steps. (C) 2005 Elsevier Ltd. All rights reserved.