(S)-benzyl 2-(2-(3-bromoprop-1-ynyl)benzamido)-3-phenylpropanoate | 1229706-03-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-benzyl 2-(2-(3-bromoprop-1-ynyl)benzamido)-3-phenylpropanoate
• CAS: 1229706-03-9
• 化学式: C₂₆H₂₂BrNO₃
• 分子量: 476.37
• InChiKey: NZSQVQCCBUEJBC-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 2-(2-(3-bromoprop-1-ynyl)benzamido)-3-phenylpropanoate 在 sodium sulfide 、 四丁基溴化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 以90%的产率得到2-[2-(3-{3-[2-(1-benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)phenyl]prop-2-ynylsulfanyl}prop-1-ynyl)benzoylamino]-3-phenylpropionic acid benzyl ester
  参考文献：
  名称：

  Synthesis and RNase A inhibition study of C2-symmetric bis-isochromenyl sulfones

  摘要：

  A new class of C-2-symmetric bis-isochromene derivatives with 3,3'-linkage has been synthesized from bis-propargyl sulfones. The method involves treatment of the sulfones with triethylamine to form the isochromene derivatives presumably via the intramolecular Michael addition to the intermediate bis-allenic sulfones. Interestingly, the product expected from the Garratt-Braverman pathway was not obtained. The bis-isochromene 7d displayed RNase A inhibition activity, much stronger than the isochromene 8 and bis-isocoumarin 9. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.075
• 作为产物：
  描述：

  在 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-benzyl 2-(2-(3-bromoprop-1-ynyl)benzamido)-3-phenylpropanoate
  参考文献：
  名称：

  Synthesis and RNase A inhibition study of C2-symmetric bis-isochromenyl sulfones

  摘要：

  A new class of C-2-symmetric bis-isochromene derivatives with 3,3'-linkage has been synthesized from bis-propargyl sulfones. The method involves treatment of the sulfones with triethylamine to form the isochromene derivatives presumably via the intramolecular Michael addition to the intermediate bis-allenic sulfones. Interestingly, the product expected from the Garratt-Braverman pathway was not obtained. The bis-isochromene 7d displayed RNase A inhibition activity, much stronger than the isochromene 8 and bis-isocoumarin 9. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.075