(S)-benzyl 3-phenyl-2-(2-(3-(phenylsulfonyl)prop-1-ynyl)benzamido)propanoate | 1229706-13-1

• 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 3-phenyl-2-(2-(3-(phenylsulfonyl)prop-1-ynyl)benzamido)propanoate
• 英文别名: benzyl (2S)-2-[[2-[3-(benzenesulfonyl)prop-1-ynyl]benzoyl]amino]-3-phenylpropanoate
• CAS: 1229706-13-1
• 化学式: C₃₂H₂₇NO₅S
• 分子量: 537.636
• InChiKey: KLKUODGAOMMHCM-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  97.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 3-phenyl-2-(2-(3-(phenylsulfonyl)prop-1-ynyl)benzamido)propanoate 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 0.03h， 以98%的产率得到(S,Z)-benzyl 3-phenyl-2-[3-(phenylsulfonylmethyl)-1H-isochromen-1-ylideneamino]propanoate
  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：

  (S)-benzyl 3-phenyl-2-(2-(3-(phenylthio)prop-1-ynyl)benzamido)propanoate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到(S)-benzyl 3-phenyl-2-(2-(3-(phenylsulfonyl)prop-1-ynyl)benzamido)propanoate
  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

文献信息

• Synthesis and RNase A inhibition study of C2-symmetric bis-isochromenyl sulfones
  作者：Tapobrata Mitra、Sansa Dutta、Amit Basak

  DOI：10.1016/j.tetlet.2010.03.075

  日期：2010.5

  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.