3-[3-(苄氧基)苯基硫代]-6-乙烯基-1-氯苯 | 1023648-20-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 3-[3-(苄氧基)苯基硫代]-6-乙烯基-1-氯苯
• 英文名称: 3-[3-(benzyloxy)phenylthio]-6-vinyl-1-chlorobenzene
• 英文别名: 2-Chloro-1-ethenyl-4-(3-phenylmethoxyphenyl)sulfanylbenzene
• CAS: 1023648-20-5
• 化学式: C₂₁H₁₇ClOS
• 分子量: 352.884
• InChiKey: BQSFSNWYCOWKJX-UHFFFAOYSA-N

物化性质

• 沸点：
  522.0±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[3-(苄氧基)苯基硫代]-6-乙烯基-1-氯苯 、 2-氟丙二酸二乙酯 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以55%的产率得到2-{2-[4-(3-苄氧基-苯基磺酰基)-2-氯-苯基]-乙基}-2-氟-丙二酸二乙酯
  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：

  4-[3-(benzyloxy)phenylthio]-2-chlorobenzaldehyde 、 (三甲基硅基)甲基氯化镁 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以88%的产率得到3-[3-(苄氧基)苯基硫代]-6-乙烯基-1-氯苯
  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.