endo-benzyl bicyclo[2.2.1]hept-5-ene-2-carboxylate | 159991-80-7

• 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: endo-benzyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
• 英文别名: benzyl bicyclo[2.2.1]hept-5-ene-2-carboxylate；benzyl 5-norbornene-2-carboxylate；5-Norbornene-2-carboxylic acid benzyl ester
• CAS: 159991-80-7
• 化学式: C₁₅H₁₆O₂
• mdl: MFCD03654612
• 分子量: 228.291
• InChiKey: OYGJCQBQTZZCQO-UHFFFAOYSA-N

物化性质

• 沸点：
  327.6±21.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(甲硫基)苯甲腈 在 丙烯酸苄酯 、 copper(II) bis(trifluoromethanesulfonate) 、 potassium carbonate 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 、 乙二醇 、 甘油 为溶剂， 反应 35.0h， 生成 endo-benzyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
  参考文献：
  名称：

  Auxiliary accelerated reactions: Towards the use of catalytic chiral auxiliaries

  摘要：

  In competition experiments, the acceleration of reactivity of alkenes tethered to pyridyl groups compared with the corresponding alkenes tethered to phenyl groups in the presence of transition metals was demonstrated for two reaction types: Diels-Alder cycloaddition of enoate esters and catalytic hydrogenation of allylic and homoallylic ethers. The rate accelerations observed are of crucial importance in the development of a new concept for asymmetric catalysis: chiral auxiliaries which can function in a catalytic manner. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00829-6

文献信息

• Heterocyclic cyclopentyl tetrahydroisoquinoline and tetrahydropyridopyridine modulators of chemokine receptor activity
  申请人：Butora Gabor

  公开号：US20080081803A1

  公开（公告）日：2008-04-03

  The present invention is directed to compounds of the formula I: Wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , X, n and the broken lines are as defined herein which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptor CCR-2.

  本发明涉及以下式I的化合物： 其中R1、R2、R3、R4、R5、R6、R7、R8、R9、X、n和虚线如本文所定义，这些化合物可用作趋化因子受体活性的调节剂。特别地，这些化合物可用作趋化因子受体CCR-2的调节剂。
• In situ generated “lanthanum(iii) nitrate alkoxide” as a highly active and nearly neutral transesterification catalyst
  作者：Manabu Hatano、Sho Kamiya、Kazuaki Ishihara

  DOI：10.1039/c2cc34987f

  日期：——

  In situ generated lanthanum(III) nitrate alkoxide is a highly active and nearly neutral transesterification catalyst, which can promote non-epimerized transesterification of α-substituted chiral carboxylic esters under reflux conditions.

  原位生成的氮酸铈(III)醇酸盐是一种活性高且几乎中性的转酯化催化剂，能够在回流条件下促进α-取代手性羧酸酯的非表异构转酯化反应。
• Oxathiaborolium-Catalyzed Enantioselective [4 + 2] Cycloaddition and Its Application in Lewis Acid Coordinated and Chiral Lewis Acid Catalyzed [4 + 2] Cycloaddition
  作者：Ramalingam Boobalan、Rong-Jie Chein

  DOI：10.1021/acs.orglett.1c02345

  日期：2021.9.3

  catalysts for [4 + 2] cycloaddition. Oxathiaborolium pentachlorostannate (5–10 mol %) successfully catalyzed cycloaddition of various dienes and dienophiles to afford cycloadducts with excellent enantioselectivity (20 examples, up to 99% ee). This super Lewis acid also exhibited good enantioselectivity for the first Lewis acid coordinated and chiral Lewis acid catalyzed [4 + 2] cycloaddition to α,β-unsaturated

  由嗜盐路易斯酸 SnCl 4产生的第二代硫稳定化硼阳离子的新生产生了高活性的手性路易斯酸，它是 [4 + 2] 环加成的非常有效的催化剂。Oxathiaborolium 五氯锡酸盐（5-10 mol%）成功地催化了各种二烯和亲二烯体的环加成反应，得到了具有优异对映选择性的环加合物（20 个例子，高达 99% ee）。这种超级路易斯酸对第一个路易斯酸配位和手性路易斯酸催化[4 + 2]环加成到α,β-不饱和混合酯酰胺也表现出良好的对映选择性。
• Auxiliary accelerated reactions: transition-metal promoted Diels–Alder cycloadditions
  作者：Andrew D. Westwell、Jonathan M. J. Williams

  DOI：10.1039/c39940002501

  日期：——

  Rate enhancements for the Diels–Alder reaction of (2-pyridyl)methyl propenoate 2 over benzyl propenoate 1 are observed in the presence of transition-metal promoters, particularly copper(II) and zinc(II) triflate.

  在过渡金属促进剂（尤其是三酸铜（II）和三酸锌（II））的作用下，(2-吡啶基)甲基丙烯酸酯 2 的 DielsâAlder 反应速率比丙烯酸苄酯 1 快。
• Method for polymerizing cycloolefin polymer containing polar functional groups and electronic devices employing the polymerized cycloolefins
  申请人：Yoon Sung-Cheol

  公开号：US20050085606A1

  公开（公告）日：2005-04-21

  Disclosed is a method for preparing a cycloolefin polymer containing polar functional groups, comprising: preparing a catalyst mixture including i) a precatalyst, containing a Group 10 transition metal having a ligand containing oxygen ions bonded to the metal; ii) a first cocatalyst which is an organic compound containing a Group 15 element; and iii) a second cocatalyst which is capable of providing an anion and weakly coordinating to the metal of the precatalyst; and subjecting a monomer solution comprising a norbornene-based compound containing a polar functional group to an addition polymerization reaction in the presence of an organic solvent and the catalyst mixture, at a temperature of 80-200° C., the total amount of the organic solvent being 50-800% by weight based on the total weight of the monomer contained in the monomer solution, and the product yield of the polymer being 50% by weight or more based on the total weight of the monomer.

  本发明公开了一种制备含极性官能团的环氧烷基聚合物的方法，包括：制备催化剂混合物，其中包括i）一种前催化剂，其含有一个含氧离子与金属配位的第10族过渡金属；ii）一种第一辅助催化剂，其是一种含有第15族元素的有机化合物；和iii）一种能够提供阴离子并弱配位于前催化剂金属的第二辅助催化剂；并在有机溶剂和催化剂混合物的存在下，将含有极性官能团的诺博烯基化合物的单体溶液在80-200℃的温度下进行加成聚合反应，所述有机溶剂的总量基于单体溶液中的单体总重量为50-800重量％，聚合物的产率基于单体的总重量为50重量％或更高。