1-<(Tosyloxy)methyl>bicyclo<2.2.1>heptane | 13866-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-<(Tosyloxy)methyl>bicyclo<2.2.1>heptane
• 英文别名: (norborn-1-yl)methyl tosylate；bicyclo<2.2.1>heptan-1-ylmethyl toluene-p-sulphonate；bicyclo[2.2.1]heptan-1-ylmethyl 4-methylbenzenesulfonate；Tosylat des 1-Hydroxymethyl-bicyclo<2.2.1>heptan；toluene-4-sulfonic acid-[1]norbornylmethyl ester；Toluol-4-sulfonsaeure-[1]norbornylmethylester；1-Bicyclo[2.2.1]heptanylmethyl 4-methylbenzenesulfonate
• CAS: 13866-80-3
• 化学式: C₁₅H₂₀O₃S
• 分子量: 280.388
• InChiKey: QSZLTTLESAOWFN-UHFFFAOYSA-N

物化性质

• 沸点：
  405.5±14.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-<(Tosyloxy)methyl>bicyclo<2.2.1>heptane 生成 双环[2.2.2]辛烷-1-醇
  参考文献：
  名称：

  Strained Small Ring Compounds: Bridgehead Substituted Bicyclo [2.1.1]hexanes

  摘要：

  DOI：

  10.1021/ja00903a031
• 作为产物：
  描述：

  双环[2.2.1]庚烷-1-羧酸 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 生成 1-<(Tosyloxy)methyl>bicyclo<2.2.1>heptane
  参考文献：
  名称：

  Synthesis of bridgehead-substituted bicyclo[2.2.1]heptanes by radical cyclization

  摘要：

  A kinetic investigation shows that the rate of cyclization (k(C)) of the (4-methylenecyclohexyl)methyl radical 3 at 25-degrees-C is 4.4 x 10(2) s-1, which is considerably slower than that (2.3 x 10(5) s-1) of the parent 5-hexenyl radical. The energy of activation for the process 3 - 4 is 12.8 kcal mol-1, which is in excellent agreement with theoretical values derived from force-field calculations. Ring-closure of appropriately substituted (4-methylenecyclohexyl)methyl radical precursors allows the synthesis of bicyclo[2.2.1]heptyl systems with useful functionality at the bridgehead to be achieved readily and in high yield. An interesting example is given of the application of an iodine-atom-transfer cyclization to the synthesis of a bicyclo[2.2.1]heptane functionalized at C7 and C1.

  DOI：

  10.1021/jo00060a029

文献信息

• Photochemistry of alkyl halides. 4. 1-Norbornyl, 1-norbornylmethyl, 1- and 2-adamantyl, and 1-octyl bromides and iodides
  作者：Paul J. Kropp、Graham S. Poindexter、Norbert J. Pienta、David C. Hamilton

  DOI：10.1021/ja00441a043

  日期：1976.12

  Competing ionic and radical photobehavior has been observed for a number of alkyl halides. The proportion of nucleophilic substitution and reduction products were reported for each halide. Solvent effects of ethylene glycol, triethylamine, and methanol and atmospheric effects of nitrogen, oxygen, and air were studied. The effect of irradiation of the halides with methanol-O-d was reported. The results

  已经观察到许多卤代烷具有竞争性的离子和自由基光行为。报告了每种卤化物的亲核取代和还原产物的比例。研究了乙二醇、三乙胺和甲醇的溶剂效应以及氮气、氧气和空气的大气效应。报告了用甲醇-Od 辐照卤化物的效果。根据碳 - 卤素键的初始均裂以提供自由基对来讨论结果，该自由基对经历竞争性扩散和夺氢以产生还原产物和电子转移以提供离子对。离子对反过来产生取代和消除产物。(DDA)
• 3-(1H-pyrazol-4-yl)pyridine allosteric modulators of the M4 muscarinic acetylcholine receptor
  申请人：Acton, III John J.

  公开号：US11149036B2

  公开（公告）日：2021-10-19

  The present invention is directed to pyrazol-4-yl-pyridine compounds which are allosteric modulators of the M4 muscarinic acetylcholine receptor. The present invention is also directed to uses of the compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which M4 muscarinic acetylcholine receptors are involved. The present invention is also directed to compositions comprising these compounds. The present invention is also directed to uses of these compositions in the potential prevention or treatment of such diseases in which M4 muscarinic acetylcholine receptors are involved.

  本发明涉及吡唑-4-基吡啶化合物，它们是 M4 肌乙酰胆碱受体的异位调节剂。本发明还涉及本文所述化合物在潜在治疗或预防涉及 M4 肌 肉碱乙酰胆碱受体的神经和精神疾病中的用途。本发明还涉及包含这些化合物的组合物。本发明还涉及这些组合物在潜在预防或治疗涉及 M4 蕈样乙酰胆碱受体的此类疾病中的用途。
• Notes - Synthesis and Rate of Acettolysis of 1-Bicyclo[2.2.1]- heptylmethyl Tosylate
  作者：Robert Bixler、Carl Niemann

  DOI：10.1021/jo01099a600

  日期：1958.5
• Long-range corner participation by cyclopropane. 3. Synthesis and study of substituted tetracyclononanes and tetracyclodecanes
  作者：Philip J. Chenier、Diane M. Christie、Virginia M. Goettl

  DOI：10.1021/jo00217a041

  日期：1985.8
• CHENIER P. J.; KILAND P. J.; SCHMITT G. D.; VANDERWEGEN P. G., J. ORG. CHEM., 1980, 45, NO 26, 5413-5417
  作者：CHENIER P. J.、 KILAND P. J.、 SCHMITT G. D.、 VANDERWEGEN P. G.

  DOI：——

  日期：——