(3S,4R)-1-phenyl-4-(tritylamino)-hex-5-en-3-ol | 477587-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (3S,4R)-1-phenyl-4-(tritylamino)-hex-5-en-3-ol
• 英文别名: (3S,4R)-1-phenyl-4-(tritylamino)hex-5-en-3-ol
• CAS: 477587-78-3
• 化学式: C₃₁H₃₁NO
• 分子量: 433.593
• InChiKey: HRJAMRDTJUJYHL-IHLOFXLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3S,4R)-1-phenyl-4-(tritylamino)-hex-5-en-3-ol 在 磺酰氯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 (2R,3R)-1-phenylethyl-1-trityl-3-vinylaziridine
  参考文献：
  名称：

  Synthesis of N–H vinylaziridines: a comparative study

  摘要：

  Vinylaziridines are useful and versatile synthetic intermediates, as the relief of ring-strain provides a driving force for efficient ring-opening or ring-expansion reactions. Furthermore, the vinyl group can be derivatized into interesting functionalities. The ring-closure of vicinal amino alcohols constitutes a straightforward route to aziridines. Several methods exist for this transformation, although many cannot be applied to vinylaziridines due to their acid lability. This comparative study describes the most effective sequences for the formation of N-H vinylaziridines. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00610-5
• 作为产物：
  描述：

  三苯基氯甲烷 、 (3S,4R)-4-amino-1-phenylhex-5-en-3-ol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以99%的产率得到(3S,4R)-1-phenyl-4-(tritylamino)-hex-5-en-3-ol
  参考文献：
  名称：

  Synthesis of N–H vinylaziridines: a comparative study

  摘要：

  Vinylaziridines are useful and versatile synthetic intermediates, as the relief of ring-strain provides a driving force for efficient ring-opening or ring-expansion reactions. Furthermore, the vinyl group can be derivatized into interesting functionalities. The ring-closure of vicinal amino alcohols constitutes a straightforward route to aziridines. Several methods exist for this transformation, although many cannot be applied to vinylaziridines due to their acid lability. This comparative study describes the most effective sequences for the formation of N-H vinylaziridines. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00610-5

文献信息

• Synthesis of N–H vinylaziridines: a comparative study
  作者：Berit Olofsson、Roel Wijtmans、Peter Somfai

  DOI：10.1016/s0040-4020(02)00610-5

  日期：2002.7

  Vinylaziridines are useful and versatile synthetic intermediates, as the relief of ring-strain provides a driving force for efficient ring-opening or ring-expansion reactions. Furthermore, the vinyl group can be derivatized into interesting functionalities. The ring-closure of vicinal amino alcohols constitutes a straightforward route to aziridines. Several methods exist for this transformation, although many cannot be applied to vinylaziridines due to their acid lability. This comparative study describes the most effective sequences for the formation of N-H vinylaziridines. (C) 2002 Elsevier Science Ltd. All rights reserved.