(2R,3S)-1-Allylamino-3-azido-4-phenyl-butan-2-ol | 482358-73-6

• 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: (2R,3S)-1-Allylamino-3-azido-4-phenyl-butan-2-ol
• 英文别名: (2R,3S)-3-azido-4-phenyl-1-(prop-2-enylamino)butan-2-ol
• CAS: 482358-73-6
• 化学式: C₁₃H₁₈N₄O
• 分子量: 246.312
• InChiKey: VCXTWNNUIFMPRG-QWHCGFSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3S)-1-Allylamino-3-azido-4-phenyl-butan-2-ol 在 水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Allyl-((2R,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-carbamic acid dec-9-enyl ester
  参考文献：
  名称：

  Novel cyclourethane-Derived HIV protease inhibitors: A ring-closing olefin metathesis based strategy

  摘要：

  A series of novel macrocyclic urethanes incorporating a (R)-hydroxyethylamine isostere was designed and synthesized. Ring size and substituent efffects have been investigated. Cyclourethanes containing 14- to 16-membered rings exhibited low nanomolar inhibitory potencies against HIV-1 protease. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00300-1
• 作为产物：
  描述：

  (2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane 、 丙烯胺 以 异丙醇 为溶剂， 以80%的产率得到(2R,3S)-1-Allylamino-3-azido-4-phenyl-butan-2-ol
  参考文献：
  名称：

  Novel cyclourethane-Derived HIV protease inhibitors: A ring-closing olefin metathesis based strategy

  摘要：

  A series of novel macrocyclic urethanes incorporating a (R)-hydroxyethylamine isostere was designed and synthesized. Ring size and substituent efffects have been investigated. Cyclourethanes containing 14- to 16-membered rings exhibited low nanomolar inhibitory potencies against HIV-1 protease. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00300-1

文献信息

• Novel cyclourethane-Derived HIV protease inhibitors: A ring-closing olefin metathesis based strategy
  作者：Arun K Ghosh、Lisa M Swanson、Chunfeng Liu、Khaja Azhar Hussain、Hanna Cho、D.Eric Walters、Louis Holland、Jim Buthod

  DOI：10.1016/s0960-894x(02)00300-1

  日期：2002.8

  A series of novel macrocyclic urethanes incorporating a (R)-hydroxyethylamine isostere was designed and synthesized. Ring size and substituent efffects have been investigated. Cyclourethanes containing 14- to 16-membered rings exhibited low nanomolar inhibitory potencies against HIV-1 protease. (C) 2002 Elsevier Science Ltd. All rights reserved.