(1S,2S)-1,7,7-trimethylbicyclo<2.2.1>heptane-2-carboxylic acid | 13705-55-0

• 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,2S)-1,7,7-trimethylbicyclo<2.2.1>heptane-2-carboxylic acid
• 英文别名: (1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2-carboxylic acid；(1S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2-carboxylic acid；(1S)-1.7.7-trimethyl-norbornane-carboxylic acid-(2endo)；(1S)-1.7.7-Trimethyl-norbornan-carbonsaeure-(2endo)；endo-1,7,7-Trimethylnorbornan-2-carbonsaeure；(+)-endo-Bornan-2-carbonsaeure
• CAS: 13705-55-0
• 化学式: C₁₁H₁₈O₂
• 分子量: 182.263
• InChiKey: ZURRKVIQUKNLHF-XLDPMVHQSA-N

物化性质

• 沸点：
  273.9±8.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2S)-1,7,7-trimethylbicyclo<2.2.1>heptane-2-carboxylic acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以97%的产率得到(+)-(1S,2S)-1,7,7-trimethyl-2-hydroxymethylbicyclo<2.2.1>heptane
  参考文献：
  名称：

  用有机金属锌制备多官能膦

  摘要：

  功能化的二有机锌与氯二有机膦的反应以良好的产率提供了多官能的膦。硼氢化/硼锌交换序列特别吸引人，它允许一锅法将官能化的烯烃转化为多官能的膦。从容易获得的手性烯烃（萜烯）开始已经制备了几种新的手性膦，并且已经评估了它们在不对称氢化反应中的效率。

  DOI：

  10.1016/s0957-4166(97)00027-x
• 作为产物：
  描述：

  Bicyclo[2.2.1]hept-2-ene, 2-(4-methoxyphenyl)-1,7,7-trimethyl- 在 氨 、 sodium 、 臭氧 作用下， 生成 (1S,2S)-1,7,7-trimethylbicyclo<2.2.1>heptane-2-carboxylic acid
  参考文献：
  名称：

  Gream,G.E. et al., Australian Journal of Chemistry, 1974, vol. 27, p. 603 - 628

  摘要：

  DOI：

文献信息

• Stereoselective synthesis of constrained norbornane-derived spiro-β-lactams
  作者：Giuseppe Cremonesi、Piero Dalla Croce、Alessandra Forni、Concetta La Rosa

  DOI：10.1016/j.tet.2012.11.048

  日期：2013.1

  New enantiopure polycyclic norbornane-derived spiro-β-lactams were synthesized by means of a Staudinger ketene–imine reaction between unsymmetrical bicyclic chiral ketenes, generated from differently substituted norbornane carboxylic acids, and (E)-N-benzyl-N-(phenylmethylene)amine, with high yields and moderate to good stereoselectivities. The diastereoisomeric results were rationalized taking into

  通过不同取代的降冰片烷羧酸生成的不对称双环手性烯酮与（E）-N-苄基-N-（苯基亚甲基）之间的不对称双环手性烯酮之间的斯托丁格酮-亚胺反应合成了新的对映体纯的多环降冰片烷衍生的螺-β-内酰胺胺，具有高收率和中等至良好的立体选择性。考虑到降冰片烷骨架上空间位阻的增加和产物的稳定性，使非对映异构体结果合理化。在2D NMR实验和X射线分析的基础上指定了新形成的螺-β-内酰胺的立体中心的构型。对螺-β-内酰胺进行酸水解，得到相应的降冰片烷衍生的β-氨基酸。
• Identification of camphor derivatives as novel M2 ion channel inhibitors of influenza A virus
  作者：Xin Zhao、Zhen-Wei Zhang、Wei Cui、Shengwei Chen、Yang Zhou、Jianghong Dong、Yanling Jie、Junting Wan、Yong Xu、Wenhui Hu

  DOI：10.1039/c4md00515e

  日期：——

  marketed as M2 inhibitors of influenza A for decades. The identification of pinanamine as a novel M2 inhibitor suggests that M2 ion channels can accommodate more types of hydrophobic scaffolds. Herein, we further investigated the M2 ion channels and identified camphor derivatives as new types of M2 inhibitors. Compound 18 was found to be more potent than amantadine against wild-type influenza virus. The molecular

  金刚烷胺衍生物几十年来一直是市场上唯一作为甲型流感M2抑制剂销售的药物。频那敏为新型M2抑制剂的鉴定表明M2离子通道可容纳更多类型的疏水性支架。在本文中，我们进一步研究了M2离子通道，并将樟脑衍生物鉴定为新型M2抑制剂。发现化合物18在抗野生型流感病毒方面比金刚烷胺更有效。分子对接表明，化合物18在M2离子通道中比金刚烷胺占据更多空间，因此具有增强的活性。
• Riviere, Annales de Chimie (Cachan, France), 1946, vol. <12> 1, p. 157,183
  作者：Riviere

  DOI：——

  日期：——
• Generation and control of tracer particles for optical flow investigations in air
  作者：C. Kähler、B. Sammler、J. Kompenhans

  DOI：10.1007/s00348-002-0492-x

  日期：2002.12

  The production of monodisperse tracer particles with suitable properties for optical flow investigations, such as small size, spherical shape, smooth surface, appropriate density and diffraction index, non-evaporating and agglomerating, electrically neutral, non-toxic and easily removable, is a challenging task due to the sensitivity of the particle size distribution to the boundary conditions. In order to obtain general design and operating rules for atomizers which are mostly applied for air flows, this dependence is investigated here. It is shown that high concentrations of narrow band particle size distributions, with a mean diameter below 1 mum, can easily be generated by means of multi-hole nozzles under over-critical pressure conditions, when the kinetic energy, transferred into the seeding liquid through the nozzle exits, is well balanced with the liquid volume inside the atomizer. In addition, flow visualization pictures are presented which permit a useful assessment of the functioning of the nozzles and reveal operating features of the atomizers which were not previously known. In particular, it is shown that existing explanations of the importance of certain design features of the Laskin nozzle are of minor importance for the generation of appropriate tracer particles.
• Vavon; Riviere, Bulletin de la Societe Chimique de France, 1943, vol. <5> 10, p. 460,463
  作者：Vavon、Riviere

  DOI：——

  日期：——