2-chloro-4-[3-(hydroxy)phenylthio]benzaldehyde | 1023648-28-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-chloro-4-[3-(hydroxy)phenylthio]benzaldehyde
• 英文别名: 2-Chloro-4-(3-hydroxyphenyl)sulfanylbenzaldehyde
• CAS: 1023648-28-3
• 化学式: C₁₃H₉ClO₂S
• 分子量: 264.732
• InChiKey: JTPWXPCVNGSMHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-4-[3-(hydroxy)phenylthio]benzaldehyde 、 溴甲苯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以98%的产率得到4-[3-(benzyloxy)phenylthio]-2-chlorobenzaldehyde
  参考文献：
  名称：

  An efficient total synthesis of a sphingosine-1-phosphate receptor agonist KRP-203

  摘要：

  An efficient total synthesis of the S1P(1) agonist, KRP-203, is described. The key step involves the conjugate addition of diethyl acetamidomalonate to a styrene compound to give the core structure of KRP-203. Multigram quantities of the targeted KRP-203, sufficient for several biological studies, were obtained in six steps with an overall yield of 58%. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.086
• 作为产物：
  描述：

  3-羟基苯硫酚 、 2-氯-4-氟苯甲醛 在 potassium carbonate 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 1.5h， 以98%的产率得到2-chloro-4-[3-(hydroxy)phenylthio]benzaldehyde
  参考文献：
  名称：

  An efficient total synthesis of a sphingosine-1-phosphate receptor agonist KRP-203

  摘要：

  An efficient total synthesis of the S1P(1) agonist, KRP-203, is described. The key step involves the conjugate addition of diethyl acetamidomalonate to a styrene compound to give the core structure of KRP-203. Multigram quantities of the targeted KRP-203, sufficient for several biological studies, were obtained in six steps with an overall yield of 58%. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.086

文献信息

• An efficient total synthesis of a sphingosine-1-phosphate receptor agonist KRP-203
  作者：Masao Chino、Masatoshi Kiuchi、Kunitomo Adachi

  DOI：10.1016/j.tet.2008.01.086

  日期：2008.4

  An efficient total synthesis of the S1P(1) agonist, KRP-203, is described. The key step involves the conjugate addition of diethyl acetamidomalonate to a styrene compound to give the core structure of KRP-203. Multigram quantities of the targeted KRP-203, sufficient for several biological studies, were obtained in six steps with an overall yield of 58%. (c) 2008 Elsevier Ltd. All rights reserved.