(1S)-1-[7,7-dimethyl-2-(4-ethynylphenylimino)-3-oxo-bicyclo[2.2.1]heptan-1-yl]-methylsulfonamide | 1446275-06-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S)-1-[7,7-dimethyl-2-(4-ethynylphenylimino)-3-oxo-bicyclo[2.2.1]heptan-1-yl]-methylsulfonamide
• 英文别名: [(1S,4S)-2-(4-ethynylphenyl)imino-7,7-dimethyl-3-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonamide
• CAS: 1446275-06-4
• 化学式: C₁₈H₂₀N₂O₃S
• 分子量: 344.434
• InChiKey: XDBBDXKFXNBXSQ-RDTXWAMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  98
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1S)-1-[7,7-dimethyl-2-(4-ethynylphenylimino)-3-oxo-bicyclo[2.2.1]heptan-1-yl]-methylsulfonamide 、 三乙胺 、 palladium dichloride 以 二氯甲烷 为溶剂， 反应 216.0h， 以70%的产率得到
  参考文献：
  名称：

  Ring Modifications in Camphorimines Purely Organic or Promoted by Pt(II)

  摘要：

  The reactivity of 3-oxo-camphorsulfonylimine (1) was explored toward the formation of new organic species in processes strictly organic or catalyzed by platinum. Synthesis and characterization of (1S)-1-[7,7-dimethyl-2-(4-ethinylphenylimino)-3-oxo-bicyclo[2.2.1]heptanyl]-methanesulfonamide (2), (3aS,7R)-7-hydroxy-8,8-dimethyl-7-(N-methylamino-1-propynyl)-4,5,6,7-tetrahydro-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (4a), (3aS,6aR,9aR)-8-benzyl-10,10-dimethyl-6a-hydroxy-9-(E-2-phenylethylidene)-3,3a,4,5,6,7-hexahydro-1H,9H-3a,6-methano-indeno[3a,4c]isothiazole 2,2-dioxide (6), and (2S, 3aS,6S)-9-benzyl-5,6-dihydro-11,11-dimethyl-10-phenylacetyl-3H-3a,6-methano-1H-yclonon[c]isothiazol-7(4H)-one 2-oxide (7) are reported as well as the activation of (1aS,3aS,7R)-7-hydroxy-1a,7-bis(3-phenyl-1-propynyl)-8,8-dimethyl-1,1a,4,5,6,7-hexahydro-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (3a) toward ring annulation or ring expansion by reaction with Pt(II) depending on the reaction conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.702290
• 作为产物：
  描述：

  4-乙炔基苯胺 、 (-)-3-oxocamphorsulfonyl imine 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 以50%的产率得到(1S)-1-[7,7-dimethyl-2-(4-ethynylphenylimino)-3-oxo-bicyclo[2.2.1]heptan-1-yl]-methylsulfonamide
  参考文献：
  名称：

  Ring Modifications in Camphorimines Purely Organic or Promoted by Pt(II)

  摘要：

  The reactivity of 3-oxo-camphorsulfonylimine (1) was explored toward the formation of new organic species in processes strictly organic or catalyzed by platinum. Synthesis and characterization of (1S)-1-[7,7-dimethyl-2-(4-ethinylphenylimino)-3-oxo-bicyclo[2.2.1]heptanyl]-methanesulfonamide (2), (3aS,7R)-7-hydroxy-8,8-dimethyl-7-(N-methylamino-1-propynyl)-4,5,6,7-tetrahydro-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (4a), (3aS,6aR,9aR)-8-benzyl-10,10-dimethyl-6a-hydroxy-9-(E-2-phenylethylidene)-3,3a,4,5,6,7-hexahydro-1H,9H-3a,6-methano-indeno[3a,4c]isothiazole 2,2-dioxide (6), and (2S, 3aS,6S)-9-benzyl-5,6-dihydro-11,11-dimethyl-10-phenylacetyl-3H-3a,6-methano-1H-yclonon[c]isothiazol-7(4H)-one 2-oxide (7) are reported as well as the activation of (1aS,3aS,7R)-7-hydroxy-1a,7-bis(3-phenyl-1-propynyl)-8,8-dimethyl-1,1a,4,5,6,7-hexahydro-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (3a) toward ring annulation or ring expansion by reaction with Pt(II) depending on the reaction conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.702290

文献信息

• Ring Modifications in Camphorimines Purely Organic or Promoted by Pt(II)
  作者：M. Fernanda N. N. Carvalho、Ana S. D. Ferreira、Rudolf Herrmann

  DOI：10.1080/00397911.2012.702290

  日期：2013.9.2

  The reactivity of 3-oxo-camphorsulfonylimine (1) was explored toward the formation of new organic species in processes strictly organic or catalyzed by platinum. Synthesis and characterization of (1S)-1-[7,7-dimethyl-2-(4-ethinylphenylimino)-3-oxo-bicyclo[2.2.1]heptanyl]-methanesulfonamide (2), (3aS,7R)-7-hydroxy-8,8-dimethyl-7-(N-methylamino-1-propynyl)-4,5,6,7-tetrahydro-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (4a), (3aS,6aR,9aR)-8-benzyl-10,10-dimethyl-6a-hydroxy-9-(E-2-phenylethylidene)-3,3a,4,5,6,7-hexahydro-1H,9H-3a,6-methano-indeno[3a,4c]isothiazole 2,2-dioxide (6), and (2S, 3aS,6S)-9-benzyl-5,6-dihydro-11,11-dimethyl-10-phenylacetyl-3H-3a,6-methano-1H-yclonon[c]isothiazol-7(4H)-one 2-oxide (7) are reported as well as the activation of (1aS,3aS,7R)-7-hydroxy-1a,7-bis(3-phenyl-1-propynyl)-8,8-dimethyl-1,1a,4,5,6,7-hexahydro-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (3a) toward ring annulation or ring expansion by reaction with Pt(II) depending on the reaction conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.