3-[(1S,5S,6R,7R,9S,10R)-5,9-dimethyl-4-oxo-5-tetracyclo[7.2.1.17,10.01,6]tridec-2-enyl]propanoic acid | 1000779-84-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[(1S,5S,6R,7R,9S,10R)-5,9-dimethyl-4-oxo-5-tetracyclo[7.2.1.17,10.01,6]tridec-2-enyl]propanoic acid
• CAS: 1000779-84-9
• 化学式: C₁₈H₂₄O₃
• 分子量: 288.387
• InChiKey: KHLDOTWRQVHEEE-SVUJIJFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-amino-2,4-bis(methoxymethoxy)benzoate 、 3-[(1S,5S,6R,7R,9S,10R)-5,9-dimethyl-4-oxo-5-tetracyclo[7.2.1.17,10.01,6]tridec-2-enyl]propanoic acid 在 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以80%的产率得到methyl 3-[3-[(1S,5S,6R,7R,9S,10R)-5,9-dimethyl-4-oxo-5-tetracyclo[7.2.1.17,10.01,6]tridec-2-enyl]propanoylamino]-2,4-bis(methoxymethoxy)benzoate
  参考文献：
  名称：

  Total Synthesis and Antibacterial Properties of Carbaplatensimycin

  摘要：

  The chemical synthesis and biological evaluation of carbaplatensimycin, the carbon analogue of the recently reported antibiotic platensimycin has been accomplished. Carbaplatensimycin exhibited similar potency to the natural product as an antibacterial agent against a variety of strains, including methicilin- and vancomycin-resistant bacteria.

  DOI：

  10.1021/ja076126e
• 作为产物：
  描述：

  3-[(1S,5S,6R,7R,9S,10R)-5,9-dimethyl-4-oxo-5-tetracyclo[7.2.1.17,10.01,6]tridec-2-enyl]propanal 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2,3-二甲基-1-丁烯 作用下， 以 水 、 叔丁醇 为溶剂， 反应 1.0h， 以95%的产率得到3-[(1S,5S,6R,7R,9S,10R)-5,9-dimethyl-4-oxo-5-tetracyclo[7.2.1.17,10.01,6]tridec-2-enyl]propanoic acid
  参考文献：
  名称：

  Total Synthesis and Antibacterial Properties of Carbaplatensimycin

  摘要：

  The chemical synthesis and biological evaluation of carbaplatensimycin, the carbon analogue of the recently reported antibiotic platensimycin has been accomplished. Carbaplatensimycin exhibited similar potency to the natural product as an antibacterial agent against a variety of strains, including methicilin- and vancomycin-resistant bacteria.

  DOI：

  10.1021/ja076126e

文献信息

• Total Synthesis and Antibacterial Properties of Carbaplatensimycin
  作者：K. C. Nicolaou、Yefeng Tang、Jianhua Wang、Antonia F. Stepan、Ang Li、Ana Montero

  DOI：10.1021/ja076126e

  日期：2007.12.1

  The chemical synthesis and biological evaluation of carbaplatensimycin, the carbon analogue of the recently reported antibiotic platensimycin has been accomplished. Carbaplatensimycin exhibited similar potency to the natural product as an antibacterial agent against a variety of strains, including methicilin- and vancomycin-resistant bacteria.