(+/-)-Isobornylamin-hydrochlorid

• 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: (+/-)-Isobornylamin-hydrochlorid
• 英文别名: (1RS,2RS,4RS)-camphane-2-amine hydrochloride；(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-amine;hydrochloride
• 化学式: C₁₀H₁₉N*ClH
• 分子量: 189.728
• InChiKey: XVVITZVHMWAHIG-ANYFZDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-Isobornylamin-hydrochlorid 生成 Isobornylamin
  参考文献：
  名称：

  Potential Synthetic Adaptogens: V. Synthesis of Cage Monoamines by the Schwenk–Papa Reaction

  摘要：

  The reduction of cage ketoximes under Schwenk-Papa reaction conditions was studied to establish that the D,L, D- and L-camphor oximes are smoothly reduced to the corresponding amines in high yields. At the same time, D,L-norcamphor and adamantan-2-one oximes undergo partial catalytic deoximation to form a mixture of the corresponding amines and alcohols.

  DOI：

  10.1134/s1070428019110162
• 作为产物：
  描述：

  Isobornylamin 在 盐酸 作用下， 以 四氢呋喃 、 甲基叔丁基醚 为溶剂， 生成 (+/-)-Isobornylamin-hydrochlorid
  参考文献：
  名称：

  Potential Synthetic Adaptogens: V. Synthesis of Cage Monoamines by the Schwenk–Papa Reaction

  摘要：

  The reduction of cage ketoximes under Schwenk-Papa reaction conditions was studied to establish that the D,L, D- and L-camphor oximes are smoothly reduced to the corresponding amines in high yields. At the same time, D,L-norcamphor and adamantan-2-one oximes undergo partial catalytic deoximation to form a mixture of the corresponding amines and alcohols.

  DOI：

  10.1134/s1070428019110162

文献信息

• Asymmetrische reduktive Aminierung von Cycloalkanonen, 3. Mitt. Der Einfluß von Katalysator und Reduktionsmittel auf die Diastereo- und Enantioselektivität
  作者：Gerd Knupp、August W. Frahm

  DOI：10.1002/ardp.19853180313

  日期：——

  Es wurde die Abhängigkeit der Diastereo‐ und Enantioselektivität bei der asymmetrischen reduktiven Aminierung racemischen 2‐Methylcyclohexanons (1) von der Art der verwendeten Katalysatoren und Reduktionsmittel untersucht. Die Diastereo‐ und Enantioselektivität wurden 13C‐NMR‐spektroskopisch bestimmt. Dabei erweist sich Raney Ni als Katalysator der Wahl. Dagegen lassen sich die entsprechenden Campherazomethine

  研究了外消旋 2-甲基环己酮 (1) 的不对称还原胺化中的非对映选择性和对映选择性对所用催化剂和还原剂类型的依赖性。非对映选择性和对映选择性通过 13C NMR 光谱测定。事实证明，Raney Ni 是首选的催化剂。相比之下，相应的樟脑偶氮甲碱5只能与Pd/C加氢，同时氢解得到2-外-氨基冰片烷6。
• Synthesis of New Camphane-Type Amides: Potential Synthetic Adaptogenes
  作者：I. A. Novakov、R. V. Brunilin、G. M. Butov、A. A. Vernigora、M. B. Navrotskii、A. S. Yablokov、S. N. Voloboev

  DOI：10.1134/s1070363219030058

  日期：2019.3

  A significant effect of the steric factor on the activity of 3,5-dimethyl-1H-pyrazolide as an acylating agent has been found using the example of acylation of camphane-type monoamines. The predominant contribution of the catalytic hydrogenation as a component of the Schwenk-Papa reaction has been confirmed by the synthesis of 4-chlorobenzoyl derivatives.
• Microbial transformations. Part 7 (1) Biohydroxylation of bornylamide derivatives by the fungus beauveria sulfurescens
  作者：Jeen-Dominique Fourneron、Alain Archelas、Bernard Vigne、Roland Furstoss

  DOI：10.1016/s0040-4020(01)86811-3

  日期：——
• Potential Synthetic Adaptogens: V. Synthesis of Cage Monoamines by the Schwenk–Papa Reaction
  作者：I. A. Novakov、M. B. Nawrozkij、A. S. Mkrtchyan、S. N. Voloboev、O. V. Vostrikova、A. A. Vernigora、R.V. Brunilin

  DOI：10.1134/s1070428019110162

  日期：2019.11

  The reduction of cage ketoximes under Schwenk-Papa reaction conditions was studied to establish that the D,L, D- and L-camphor oximes are smoothly reduced to the corresponding amines in high yields. At the same time, D,L-norcamphor and adamantan-2-one oximes undergo partial catalytic deoximation to form a mixture of the corresponding amines and alcohols.