(2R,3S)-2-[(3-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine | 1190855-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (2R,3S)-2-[(3-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine
• CAS: 1190855-55-0
• 化学式: C₂₂H₂₆INO₄
• 分子量: 495.357
• InChiKey: NKJUXNFFENABCS-UXHICEINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R,3S)-2-[(3-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以80%的产率得到(2R,3S)-2-[(3-iodophenoxy)phenylmethyl]morpholine
  参考文献：
  名称：

  Design and synthesis of (2R,3S)-iodoreboxetine analogues for SPECT imaging of the noradrenaline transporter

  摘要：

  A stereoselective 10-step synthesis of iodophenoxy analogues of (2R,3S)-reboxetine has been developed with the aim of generating a new SPECT imaging agent for the noradrenaline transporter (NAT). In vitro testing of these compounds against various mono-amine transporters showed an ortho-iodophenoxy analogue to have excellent affinity (K-i 8.4 nM) and good selectivity for NAT. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.064
• 作为产物：
  描述：

  (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine 、 3-碘苯酚 在 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 25.0h， 以32%的产率得到(2R,3S)-2-[(3-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine
  参考文献：
  名称：

  Design and synthesis of (2R,3S)-iodoreboxetine analogues for SPECT imaging of the noradrenaline transporter

  摘要：

  A stereoselective 10-step synthesis of iodophenoxy analogues of (2R,3S)-reboxetine has been developed with the aim of generating a new SPECT imaging agent for the noradrenaline transporter (NAT). In vitro testing of these compounds against various mono-amine transporters showed an ortho-iodophenoxy analogue to have excellent affinity (K-i 8.4 nM) and good selectivity for NAT. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.064