(1S,5R)-(-)-(5-(tert-butyldimethylsilyloxy)-1-methylbicyclo[3.2.0]hept-6-en-6-yl)(3,5-dimethyl-1H-pyrazol-1-yl)methanone | 1033604-17-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (1S,5R)-(-)-(5-(tert-butyldimethylsilyloxy)-1-methylbicyclo[3.2.0]hept-6-en-6-yl)(3,5-dimethyl-1H-pyrazol-1-yl)methanone
• 英文别名: [(1S,5R)-5-[tert-butyl(dimethyl)silyl]oxy-1-methyl-6-bicyclo[3.2.0]hept-6-enyl]-(3,5-dimethylpyrazol-1-yl)methanone
• CAS: 1033604-17-9
• 化学式: C₂₀H₃₂N₂O₂Si
• 分子量: 360.572
• InChiKey: HZAYCNWASSGVKG-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,5R)-(-)-(5-(tert-butyldimethylsilyloxy)-1-methylbicyclo[3.2.0]hept-6-en-6-yl)(3,5-dimethyl-1H-pyrazol-1-yl)methanone 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 22.5h， 生成 ((1S,5S)-5-(tert-butyldimethylsilyloxy)-1-methylbicyclo[3.2.0]heptan-6-yl)(3,5-dimethyl-1H-pyrazol-1-yl)methanone
  参考文献：
  名称：

  Catalytic Enantioselective [2 + 4] and [2 + 2] Cycloaddition Reactions with Propiolamides

  摘要：

  We report here the catalytic and highly enantioselective [2 + 4] and [2 + 2] cycloaddition reactions of electron-rich dienes or silyl enol ethers with electron-deficient propiolamide derivatives induced by copper(II)center dot 3-(2-naphthyl)-L-alanine amide complex.

  DOI：

  10.1021/ja8015318
• 作为产物：
  描述：

  tert-butyldimethyl((2-methylcyclopent-1-en-1-yl)oxy)silane 、 3,5-dimethyl-1-propynoylpyrazole 在 (S)-2-amino-3-naphthalen-2-yl-1-pyrrolidin-1-yl-propan-1-one 、 copper(II) trifluoromethanesulfonimide 4 A molecular sieve 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.75h， 生成 (1R,5S)-(+)-(5-(tert-butyldimethylsilyloxy)-1-methylbicyclo[3.2.0]hept-6-en-6-yl)(3,5-dimethyl-1H-pyrazol-1-yl)methanone 、 (1S,5R)-(-)-(5-(tert-butyldimethylsilyloxy)-1-methylbicyclo[3.2.0]hept-6-en-6-yl)(3,5-dimethyl-1H-pyrazol-1-yl)methanone
  参考文献：
  名称：

  Catalytic Enantioselective [2 + 4] and [2 + 2] Cycloaddition Reactions with Propiolamides

  摘要：

  We report here the catalytic and highly enantioselective [2 + 4] and [2 + 2] cycloaddition reactions of electron-rich dienes or silyl enol ethers with electron-deficient propiolamide derivatives induced by copper(II)center dot 3-(2-naphthyl)-L-alanine amide complex.

  DOI：

  10.1021/ja8015318

文献信息

• Catalytic Enantioselective [2 + 4] and [2 + 2] Cycloaddition Reactions with Propiolamides
  作者：Kazuaki Ishihara、Makoto Fushimi

  DOI：10.1021/ja8015318

  日期：2008.6.18

  We report here the catalytic and highly enantioselective [2 + 4] and [2 + 2] cycloaddition reactions of electron-rich dienes or silyl enol ethers with electron-deficient propiolamide derivatives induced by copper(II)center dot 3-(2-naphthyl)-L-alanine amide complex.