3-<(benzyloxy)methyl>cyclohexene | 137946-46-4

• 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: 3-<(benzyloxy)methyl>cyclohexene
• 英文别名: 3-Benzoxymethylcyclohexene；cyclohex-2-en-1-ylmethoxymethylbenzene
• CAS: 137946-46-4
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: YSCJTBGWYFNOLU-UHFFFAOYSA-N

物化性质

• 沸点：
  284.6±9.0 °C(Predicted)
• 密度：
  0.989±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-<(benzyloxy)methyl>cyclohexene 在 叔丁基过氧化氢 、 硫酸 、 potassium tert-butylate 、 四氯化钛 作用下， 以 异辛烷 、 二氯甲烷 、 苯 为溶剂， 反应 1.0h， 生成 c-2-<(benzyloxy)methyl>-t-6-methoxy-r-1-cyclohexanol
  参考文献：
  名称：

  Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes. 4. Synthesis and reactions of the cis- and trans-oxides derived from 3-[(benzyloxy)methyl]cyclohexene

  摘要：

  The synthesis and nucleophilic addition reactions of diastereoisomeric title epoxides cis-7 and trans-8 were studied. While the ring-opening reactions of trans epoxide 8 are rationalized by means of steric, stereolectronic, and conformational arguments, the analogous reactions of cis epoxide 7 indicate the ability of this isomer to react through chelated intermediates when metal salt catalyst is used. In 7 chelation reaction conditions led to a significant increase of nucleophilic attack on the C-1 oxirane carbon; the lack of reversal of the regiochemistry of the ring opening on passing from nonchelating to chelating reaction conditions suggests that cis epoxide 7 reacts through its more stable conformation in both of the two different operating conditions.

  DOI：

  10.1021/jo00032a022
• 作为产物：
  描述：

  甲基2-环己烯-1-羧酸酯 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 生成 3-<(benzyloxy)methyl>cyclohexene
  参考文献：
  名称：

  Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes. 4. Synthesis and reactions of the cis- and trans-oxides derived from 3-[(benzyloxy)methyl]cyclohexene

  摘要：

  The synthesis and nucleophilic addition reactions of diastereoisomeric title epoxides cis-7 and trans-8 were studied. While the ring-opening reactions of trans epoxide 8 are rationalized by means of steric, stereolectronic, and conformational arguments, the analogous reactions of cis epoxide 7 indicate the ability of this isomer to react through chelated intermediates when metal salt catalyst is used. In 7 chelation reaction conditions led to a significant increase of nucleophilic attack on the C-1 oxirane carbon; the lack of reversal of the regiochemistry of the ring opening on passing from nonchelating to chelating reaction conditions suggests that cis epoxide 7 reacts through its more stable conformation in both of the two different operating conditions.

  DOI：

  10.1021/jo00032a022

文献信息

• Directing Abilities of Alcohol-Derived Functional Groups in the Hydroformylation of Olefins
  作者：Li Ren、Cathleen M. Crudden

  DOI：10.1021/jo001751m

  日期：2002.3.1

  hydroformylation syn to the functional group, which would suggest a directing effect. However, hydroformylation of 3-methylene-1-cyclohexanol derivatives occurs on the face opposite to the directing group in the major isomer. These data, in addition to the results of hydroformylation of 1-methyl-2-methylenecyclohexane, suggest that inherent conformational preferences are of significant importance in determining

  已经研究了使用阳离子和中性铑配合物的烯丙基和均烯丙基醇及其衍生物的加氢甲酰化。在1-甲氧基甲氧基-2-亚甲基环己烷的反应中观察到最高的非对映选择性（87:13）。在TBDMS保护的醇的反应中获得更高的产率和相似的选择性。主要的非对映异构体是由加氢甲酰基化合成到官能团而引起的，这将表明有指导作用。但是，3-亚甲基-1-环己醇衍生物的加氢甲酰化发生在主要异构体中与导向基团相反的面上。这些数据，除了1-甲基-2-亚甲基环己烷的加氢甲酰化结果外，
• Process for preparing bis-indolyl macrocycles
  申请人：Eli Lilly and Company

  公开号：US05621098A1

  公开（公告）日：1997-04-15

  This invention provides novel bis-indolemaleimide macrocycle derivatives of the formula: ##STR1## wherein R.sub.1, R.sub.2, X, W, and Y are as defined in the specification. The invention further provides the preparation, pharmaceutical formulations and the methods of use for inhibiting Protein Kinase C in mammals.

  本发明提供了一种新型的双吲哚马来酰亚胺大环衍生物，其化学式为：##STR1## 其中R.sub.1、R.sub.2、X、W和Y的定义如规范中所述。本发明还提供了制备方法、制药配方和用于抑制哺乳动物中蛋白激酶C的使用方法。
• Protein kinase C inhibitors
  申请人：Eli Lilly and Company

  公开号：US05624949A1

  公开（公告）日：1997-04-29

  This invention provides novel bis-indolemaleimide macrocycle derivatives of the formula: ##STR1## The invention further provides the preparation, pharmaceutical formulations and the methods of use for inhibiting Protein Kinase C in mammals.

  本发明提供了新型的双吲哚马来酰亚胺大环衍生物，其化学式为：##STR1## 此外，本发明还提供了在哺乳动物中抑制蛋白激酶C的制备、制药配方和使用方法。
• Functional fluid compositions containing epoxide acid scavengers
  申请人：——

  公开号：US20020033478A1

  公开（公告）日：2002-03-21

  A phosphate ester-based functional fluid composition that generates reduced levels of carboxylic acid during use by incorporating at least one acid scavenger selected from the epoxides of the invention. The phosphate ester-based functional fluids are particularly useful as hydraulic fluids.

  一种以磷酸酯为基础的功能性流体组合物，通过将本发明的环氧化物中的至少一种酸清除剂纳入使用中生成降低水平的羧酸。磷酸酯基功能流体在液压油方面特别有用。
• Methods of treating diabetic mellitus and its complications
  申请人：Eli Lilly and Company

  公开号：US05674862A1

  公开（公告）日：1997-10-07

  This invention provides novel bis-indolemaleimide macrocycle derivatives of the formula: ##STR1## The invention further provides the preparation, pharmaceutical formulations and the methods of use for inhibiting Protein Kinase C in mammals.

  本发明提供了一种新颖的双吲哚马来酰亚胺大环衍生物，其化学式为： ##STR1## 本发明还提供了制备该化合物、制药配方以及在哺乳动物中抑制蛋白激酶C的使用方法。