(1S,8R)-5-phenyl-3,9,9-trimethyl-4,5-diazatricyclo[6.1.0.0^2,6]non-2(6),3-diene | 156145-78-7

• 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,8R)-5-phenyl-3,9,9-trimethyl-4,5-diazatricyclo[6.1.0.0^2,6]non-2(6),3-diene
• 英文别名: Cambridge id 5624693；(2S,4R)-3,3,9-trimethyl-7-phenyl-7,8-diazatricyclo[4.3.0.02,4]nona-1(6),8-diene
• CAS: 156145-78-7
• 化学式: C₁₆H₁₈N₂
• 分子量: 238.332
• InChiKey: RAKGIIJILSWJIO-IUODEOHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S,8R)-5-phenyl-3,9,9-trimethyl-4,5-diazatricyclo[6.1.0.0^2,6]non-2(6),3-diene 在 三甲基氯硅烷 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 32.0h， 以49%的产率得到5-Isopropylidene-3-methyl-1-phenyl-1,4,5,6-tetrahydro-cyclopentapyrazole
  参考文献：
  名称：

  Synthesis of new chiral N-substituted fused pyrazoles and pyrazolinols

  摘要：

  Treatment of beta-diketones and the corresponding beta-enaminoketones, having modified carane (2-ethyl-6,6-dimethylbicyclo[3.1.0]hexane) and p-menthane (3-ethyl-1-isopropylcyclopentane) skeletons, with aryl-and alkylhydrazines results in regioselective formation of N-substituted pyrazoles or stable pyrazolinols depending on the nature of the substituent at the hydrazine nitrogen. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10239-3
• 作为产物：
  描述：

  (1R,3S)-2,2-二甲基-3-(2-氧代丙基)-环丙烷乙酸甲酯 在 sodium methylate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 8.25h， 生成 (1S,8R)-5-phenyl-3,9,9-trimethyl-4,5-diazatricyclo[6.1.0.0^2,6]non-2(6),3-diene
  参考文献：
  名称：

  Synthesis of new chiral heterocycles of the pyrazole and 2-isoxazoline types from (+)-3-carene.

  摘要：

  Preparation of chiral heterocyclic compounds of the pyrazole and 2-isoxazoline types starting from natural monoterpene hydrocarbon (+)-3-carene is described. Stereochemical assignment of the compounds synthesized is made by NMR spectroscopy and X-ray analysis together with the data obtained by molecular mechanics and quantum chemical calculations.

  DOI：

  10.1016/s0957-4166(00)86220-5

文献信息

• Synthesis of new chiral N-substituted fused pyrazoles and pyrazolinols
  作者：Sergey A. Popov、Makhmut M. Shakirov、Alexey V. Tkachev、Norbert De Kimpe

  DOI：10.1016/s0040-4020(97)10239-3

  日期：1997.12

  Treatment of beta-diketones and the corresponding beta-enaminoketones, having modified carane (2-ethyl-6,6-dimethylbicyclo[3.1.0]hexane) and p-menthane (3-ethyl-1-isopropylcyclopentane) skeletons, with aryl-and alkylhydrazines results in regioselective formation of N-substituted pyrazoles or stable pyrazolinols depending on the nature of the substituent at the hydrazine nitrogen. (C) 1997 Elsevier Science Ltd.
• Synthesis of new chiral heterocycles of the pyrazole and 2-isoxazoline types from (+)-3-carene.
  作者：Sergey A. Popov、Alexey Yu. Denisov、Yuri V. Gatilov、Irina Yu. Bagryanskaya、Alexey V. Tkachev

  DOI：10.1016/s0957-4166(00)86220-5

  日期：1994.3

  Preparation of chiral heterocyclic compounds of the pyrazole and 2-isoxazoline types starting from natural monoterpene hydrocarbon (+)-3-carene is described. Stereochemical assignment of the compounds synthesized is made by NMR spectroscopy and X-ray analysis together with the data obtained by molecular mechanics and quantum chemical calculations.