(E)-2-[4-(tert-butoxycarbonylamino)phenyl]ethenylsulfonyl chloride | 389140-41-4

• 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: (E)-2-[4-(tert-butoxycarbonylamino)phenyl]ethenylsulfonyl chloride
• 英文别名: tert-butyl N-[4-[(E)-2-chlorosulfonylethenyl]phenyl]carbamate
• CAS: 389140-41-4
• 化学式: C₁₃H₁₆ClNO₄S
• 分子量: 317.793
• InChiKey: VVZXSETYHIDIJV-CMDGGOBGSA-N

物化性质

• 沸点：
  411.7±45.0 °C(Predicted)
• 密度：
  1.350±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2-[4-(tert-butoxycarbonylamino)phenyl]ethenylsulfonyl chloride 在 potassium carbonate 、 三乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.25h， 生成 6-[[(E)-2-(4-tert-Butoxycarbonylamino-phenyl)-ethenesulfonyl]-(3-cyclohexyl-propyl)-amino]-hexanoic acid methyl ester
  参考文献：
  名称：

  Design and Synthesis of Non-peptidic Inhibitors for the Syk C-Terminal SH2 Domain Based on Structure-Based In-Silico Screening

  摘要：

  Structure-based in-silico screening was carried out for the Syk C-terminal SH2 domain. Fragments that could interact with the pY or pY+1 pockets were selected by our in-silico screening. After tethering two fragments bound to these pockets, we have designed and synthesized new compounds that show favorable interaction with the pY+3 pocket. One such compound, having a cyclohexylmalonic acid moiety identified as a novel potent phosphotyrosyl mimetic, exhibited an affinity comparable to that of the monophosphorylated ligand peptide.

  DOI：

  10.1021/jm010313k
• 作为产物：
  描述：

  BOC-4-氨基苄醇 在 manganese(IV) oxide 、 正丁基锂 、 磺酰氯 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 、 丙酮 为溶剂， 反应 28.0h， 生成 (E)-2-[4-(tert-butoxycarbonylamino)phenyl]ethenylsulfonyl chloride
  参考文献：
  名称：

  Design and Synthesis of Non-peptidic Inhibitors for the Syk C-Terminal SH2 Domain Based on Structure-Based In-Silico Screening

  摘要：

  Structure-based in-silico screening was carried out for the Syk C-terminal SH2 domain. Fragments that could interact with the pY or pY+1 pockets were selected by our in-silico screening. After tethering two fragments bound to these pockets, we have designed and synthesized new compounds that show favorable interaction with the pY+3 pocket. One such compound, having a cyclohexylmalonic acid moiety identified as a novel potent phosphotyrosyl mimetic, exhibited an affinity comparable to that of the monophosphorylated ligand peptide.

  DOI：

  10.1021/jm010313k

文献信息

• Design and Synthesis of Non-peptidic Inhibitors for the Syk C-Terminal SH2 Domain Based on Structure-Based In-Silico Screening
  作者：Tatsuya Niimi、Masaya Orita、Miwa Okazawa-Igarashi、Hitoshi Sakashita、Kazumi Kikuchi、Evelyn Ball、Atsushi Ichikawa、Yoko Yamagiwa、Shuichi Sakamoto、Akihiro Tanaka、Shinichi Tsukamoto、Shigeo Fujita、Kuniaki Tatsuta、Yasuhide Maeda、Ken Chikauchi

  DOI：10.1021/jm010313k

  日期：2001.12.1

  Structure-based in-silico screening was carried out for the Syk C-terminal SH2 domain. Fragments that could interact with the pY or pY+1 pockets were selected by our in-silico screening. After tethering two fragments bound to these pockets, we have designed and synthesized new compounds that show favorable interaction with the pY+3 pocket. One such compound, having a cyclohexylmalonic acid moiety identified as a novel potent phosphotyrosyl mimetic, exhibited an affinity comparable to that of the monophosphorylated ligand peptide.