7-benzyl-3-izopropyl-3,7-diazabicyclo<3.3.1>nonan-9-one | 123099-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 7-benzyl-3-izopropyl-3,7-diazabicyclo<3.3.1>nonan-9-one
• 英文别名: 3-isopropyl-7-benzyl-3,7-diazabicyclo[3.3.1]nonan-9-one；7-Benzyl-3-isopropyl-3,7-diazabicyclo[3.3.1]nonan-9-one；3-Benzyl-7-isopropyl-3,7-diazabicyclo[3.3.1]nonan-9-one；3-benzyl-7-propan-2-yl-3,7-diazabicyclo[3.3.1]nonan-9-one
• CAS: 123099-50-3
• 化学式: C₁₇H₂₄N₂O
• 分子量: 272.39
• InChiKey: OWWXIRVQYPEQML-UHFFFAOYSA-N

物化性质

• 沸点：
  399.6±42.0 °C(Predicted)
• 密度：
  1.090±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-benzyl-3-izopropyl-3,7-diazabicyclo<3.3.1>nonan-9-one 在 sodium azide 、 硫酸 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以39%的产率得到7-Benzyl-3-isopropyl-3,7,9-triazabicyclo<3.3.2>decan-10-one
  参考文献：
  名称：

  3,7,9-Triheterabicyclo[3.3.2]decan-10-ones: an unusual family of heterocycles obtained from 3,7-diheterabicyclo[3.3.1]nonan-9-ones

  摘要：

  A series of new 3,7,9-triheterabicyclo[3.3.2]decan-10-ones is reported for the first time. Members of the family of 3,7-diheterabicyclo[3.3.1]nonan-9-ones served as precursors of the title compounds. Spectral evidence suggests the 3,7,9-triheterabicyclo[3.3.2]decan-10-ones exist in a chair-boat (CB) reversible boat-chair (BC) equilibrium in solution. It is speculated that steric hindrance around the carbonyl group and possibly the variance in conformation BC versus CC of the individual 3,7-diheterabicydo-[3.3.1]nonan-9-one precursors in solution may influence the ease of oxygen and nitrogen insertion in the ring enlargement to give the title molecules. Confirmation that three members of the bicyclo[3.3.2] decan-10-ones exist in BC forms in the solid state was achieved via single crystal X-ray diffraction analysis for 7-benzyl-3-thia-7,9-diazabicyclo[3.3.2]decan-10-one (4a), 3,7-dibenzyl-3,7,9-triazabicyclo-[3.3.2]decan-10-one (4c), and 3,7-dibenzyl-9-oxa-3,7-diazabicyclo[3.3.2]decan-10-one (4d).

  DOI：

  10.1021/jo00079a009
• 作为产物：
  描述：

  1-异丙基-4-哌啶酮 、 苄胺 在 盐酸 、 sodium hydroxide 、 paraformaldehyde 作用下， 以 甲醇 、 N2 、 水 、 溶剂黄146 为溶剂， 生成 7-benzyl-3-izopropyl-3,7-diazabicyclo<3.3.1>nonan-9-one
  参考文献：
  名称：

  Salts of 3-azabicyclo[3.3.1]nonanes as antiarrhythmic agents, and

  摘要：

  3-氮杂双环[3.3.1]壬烷的盐被用于控制抗心律失常过程，并公开了其前体。

  公开号：

  US05110933A1

文献信息

• Salts of 3-azabicyclo[3.3.1]nonanes as antiarrhythmic agents, and
  申请人：Board of Regents of Oklahoma State University

  公开号：US05110933A1

  公开（公告）日：1992-05-05

  Salts of 3-azabicyclo[3.3.1]nonanes are used in controlling antiarrhythmic processes and precursors thereof are disclosed.

  3-氮杂双环[3.3.1]壬烷的盐被用于控制抗心律失常过程，并公开了其前体。
• NOVEL 9,9-DIOL SYSTEMS STARTING FROM A 3,7- DIAZABICYCLO[3.3.1]NONAN-9-ONE NUCLEUS-SINGLE CRYSTAL X-RAY DIFFRACTION ANALYSIS OF 3-(2-PROPYL)-7-BENZYL-3,7-DIAZABICY CL0[3.3.1]NONAN-9,9-DIOL HYDROBROMIDE, 3-(2-PROPY L)-7-[3,4-DIMETHOXYBENZYL)-3,7-DIAZABICY CLO[3.3.1]NONAN-9,9-DIOL HYDROBROMIDE, AND 3,7-DIISOPROPYL-3,7-DIAZABICY CLO[3.3.1]NONAN-9,9-DIOL DIHYDROCHLORIDE
  作者：Sameer Tyagi、K. Darrell Berlin、M. Bilayet Hossain、Cindy Sinars、Dick Van Der Helm、Subbiah Sangiah

  DOI：10.1080/10426509708044224

  日期：1997.4.1

  Attempts to make inorganic metal complexes of 3,7-diazabicyclo[3.3.1]nonan-9-ones and metal bromides in fresh, reagent-grade, undried THF generated rare 9,9-diols. Treatment of the ketones with anhydrous HBr(g) in anhydrous ether gave hydrobromides with the proton on nitrogen and with the carbonyl group Intact. The hydrobromides were extremely hygroscopic and exhibited a strong propensity to form the corresponding 9,9-diol system. The mechanism of formation of the diols is discussed as well as a rationale for the stability of such diols via H-bonding in the solid state. The X-ray diffraction analyses of 3-(2-propyl)-7-benzyl-3,7-diazabicyclo[3.3.1]nonan-9,9-diol hydrobromide, 3-(2-propyl)-7-(3,4-dimethoxybenzyl)-3,7-diazabicyclo[3.3.1]nonan-9,9-diol hydrobromide, and 3,7-diisopropyl-3,7-diazabicyclo[3.3.1]nonan-9,9-diol dihydrochloride revealed a proton on N(3) and all bicyclic systems as chair-chair conformations in the solid state. The dihydrochloride was, of course, also protonated on N(7). This is the first systematic study of this type of 9,9-diol of the 3,7-diazabicyclo[3.3.1]nonane system and the corresponding carbonyl-containing hydrobromides with the proton on a nitrogen atom [N(3)].
• US5110933A
  申请人：——

  公开号：US5110933A

  公开（公告）日：1992-05-05
• US5468858A
  申请人：——

  公开号：US5468858A

  公开（公告）日：1995-11-21
• [EN] SALTS OF 3-AZABICYCLO[3.3.1]NONANES AS ANTIARRHYTHMIC AGENTS, AND PRECURSORS THEREOF
  申请人：THE BOARD OF REGENTS OF OKLAHOMA STATE UNIVERSITY

  公开号：WO1991007405A1

  公开（公告）日：1991-05-30

  (EN) Salts of 3-azabicyclo[3.3.1]nonanes are used in controlling antiarrhythmic processes and precursors thereof are disclosed.(FR) Des sels 3-azabicyclo[3.3.1]nonanes sont utilisés pour réguler des procédés antiarythmiques. On décrit également des precurseurs de ces composés.