(S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]-heptane-2-carboxamido)-2-phenylacetate | 1234213-27-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]-heptane-2-carboxamido)-2-phenylacetate
• 英文别名: benzyl (2S)-2-[[(2S,5R,6R)-6-(1,3-dioxoisoindol-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]amino]-2-phenylacetate
• CAS: 1234213-27-4
• 化学式: C₃₁H₂₇N₃O₆S
• 分子量: 569.638
• InChiKey: TVCXLFIIKAXKBX-HNFJUSDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]-heptane-2-carboxamido)-2-phenylacetate 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以94%的产率得到(S)-benzyl 2-((S)-4-((2S,3R)-2-chloro-3-(1,3-dioxoisoindolin-2-yl)-4-oxoazetidin-1-yl)-5,5-dimethyl-3-oxoisothiazolidin-2-yl)-2-phenylacetate
  参考文献：
  名称：

  Azetidinone-isothiazolidinones: Stereoselective synthesis and antibacterial evaluation of new monocyclic beta-lactams

  摘要：

  A simple and efficient procedure for the stereoselective synthesis of new azetidinone-isothiazolidinones has been developed. New compounds were tested in vitro on a panel of Gram-positive and Gram-negative bacterial pathogens, some of them showing weak antibacterial activity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.045
• 作为产物：
  描述：

  O-ethyl-carbonic 6β-phthalimido-penicillanic anhydride 、 L-Phenylglycine-benzylester 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 (S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]-heptane-2-carboxamido)-2-phenylacetate
  参考文献：
  名称：

  Azetidinone-isothiazolidinones: Stereoselective synthesis and antibacterial evaluation of new monocyclic beta-lactams

  摘要：

  A simple and efficient procedure for the stereoselective synthesis of new azetidinone-isothiazolidinones has been developed. New compounds were tested in vitro on a panel of Gram-positive and Gram-negative bacterial pathogens, some of them showing weak antibacterial activity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.045

文献信息

• Azetidinone-isothiazolidinones: Stereoselective synthesis and antibacterial evaluation of new monocyclic beta-lactams
  作者：Helena Cerić、Marija Šindler-Kulyk、Miće Kovačević、Mihaela Perić、Andreja Živković

  DOI：10.1016/j.bmc.2010.03.045

  日期：2010.5

  A simple and efficient procedure for the stereoselective synthesis of new azetidinone-isothiazolidinones has been developed. New compounds were tested in vitro on a panel of Gram-positive and Gram-negative bacterial pathogens, some of them showing weak antibacterial activity. (c) 2010 Elsevier Ltd. All rights reserved.