(2R,3S)-2-[(4-iodophenoxy)phenylmethyl]morpholine | 1190855-47-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2R,3S)-2-[(4-iodophenoxy)phenylmethyl]morpholine
• 英文别名: (2R)-2-[(S)-(4-iodophenoxy)-phenylmethyl]morpholine
• CAS: 1190855-47-0
• 化学式: C₁₇H₁₈INO₂
• 分子量: 395.24
• InChiKey: SFIZDMBLVRMOCD-SJORKVTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2R,3S)-2-[(4-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55%的产率得到(2R,3S)-2-[(4-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

文献信息

• Design and synthesis of (2R,3S)-iodoreboxetine analogues for SPECT imaging of the noradrenaline transporter
  作者：Nicola K. Jobson、Andrew R. Crawford、Deborah Dewar、Sally L. Pimlott、Andrew Sutherland

  DOI：10.1016/j.bmcl.2009.07.064

  日期：2009.9

  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.