bicyclo<3.2.2>nonan-1-ol | 28054-86-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: bicyclo<3.2.2>nonan-1-ol
• 英文别名: Bicyclo<3.2.2>nonanol；bicyclo[3.2.2]nonan-1-ol
• CAS: 28054-86-6
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: VGYZQFQTFMRCGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bicyclo<3.2.2>nonan-1-ol 在 氯化亚砜 、 乙醇 、 sodium 作用下， 生成 二环[3.2.2]壬烷
  参考文献：
  名称：

  1-取代的双环-[2,2,2]-辛烷的合成与反应。双环[2,2,2]辛烷系列的研究，第2部分

  摘要：

  桥头取代的双环[2,2,2]-辛烷Ia，b，c，d和f的合成方法已得到改进和改进。

  DOI：

  10.1002/hlca.19580410504
• 作为产物：
  描述：

  二环[3.2.2]壬烷 生成 bicyclo<3.2.2>nonan-1-ol
  参考文献：
  名称：

  Synthesis of bridgehead derivatives by chromic acid oxidation

  摘要：

  DOI：

  10.1021/jo00808a008

文献信息

• HETEROCYCLIC COMPOUND AND USE THEREOF
  申请人：KOIKE Tatsuki

  公开号：US20120059030A1

  公开（公告）日：2012-03-08

  The present invention provides a heterocycle derivative having a superior amyloid β production inhibitory activity and/or a superior γ-secretase modulation activity, and use thereof. A compound represented by the formula (I): wherein each symbol is as defined in the present specification, or a salt thereof.

  本发明提供了一种具有优越的淀粉样蛋白β产生抑制活性和/或优越的γ-分泌酶调节活性的杂环衍生物，以及其用途。一种由下式（I）表示的化合物： 其中每个符号如本说明书中所定义，或其盐。
• FUSED TRIAZOLES FOR THE TREATMENT OR PROPHYLAXIS OF MILD COGNITIVE IMPAIRMENT
  申请人：Koike Tatsuki

  公开号：US20130178497A1

  公开（公告）日：2013-07-11

  The present invention provides a heterocycle derivative having a superior amyloid β production inhibitory activity and/or a superior γ-secretase modulation activity, and use thereof. A compound represented by the formula (I): wherein each symbol is as defined in the present specification, or a salt thereof.

  本发明提供了一种具有优异的淀粉样β产生抑制活性和/或优异的γ-分泌酶调节活性的杂环衍生物及其使用。化合物的公式(I)表示的化合物：其中每个符号如本说明书所定义，或其盐。
• Solvolysis of 2-methylene bicyclic bridgehead derivatives: a model for gradual variation of .pi.-conjugation in carbocations
  作者：Kenichi Takeuchi、Toshikazu Kitagawa、Yasushi Ohga、Masayasu Yoshida、Fumio Akiyama、Akio Tsugeno

  DOI：10.1021/jo00027a050

  日期：1992.1

  The rates of solvolysis in ethanol or 80% ethanol at 25-degrees-C have been determined on 2-methylenebicyclo[2.2.2]oct-1-yl triflate (4a), 2-methylenebicyclo[3.2.1]oct-1-yl triflate (5a), 2-methylenebicyclo[3.2.2]non-1-yl mesylate (6a), 2-methylenebicyclo[3.3.1]non-1-yl mesylate (7a-OMs) and heptafluorobutyrate (7a-OHFB), 1-chloro-2-methylenebicyclo[4.2.2]decane (8a), 2-methylenebicyclo[4.3.1]dec-1-yl trifluoroacetate (9a), and 4-methylene-3-homoadamantyl heptafluorobutyrate (10a) and on their corresponding parent 1-bicycloalkyl and 3-homoadamantyl derivatives 4b-10b containing the respective leaving group. The rate ratios for 4a/4b, 5a/5b, 10a/10b, 6a/6b, 7a/7b, 8a/8b, and 9a/9b are 10(-3.9), 10(-1.9), 10(-1.1), 10(0.8), 10(0.9) (for mesylate), 10(-0.2), and 10(0.7), respectively. A plot of the logarithms of the rate ratios against olefinic strain energies of their corresponding unsubstituted bridgehead olefins shows that the smaller the olefinic strain energy, the greater the rate ratio, providing a methodology to gradually change the conjugative ability of bridgehead carbocations. The enhancement of allylic conjugation with increasing skeletal flexibility has been further verified by the enhanced solvolysis rate of (E)-2-ethylidenebicyclo[3.2.2]non-1-yl mesylate ((E)-6e) relative to 6a by a factor of 259. A similar study on much more rigid (E)-2-ethylidenebicyclo[2.2.2]oct-1-yl triflate ((E)-4e) gave a (E)-4e/4a rate ratio of 6.3. AM1 semiempirical molecular orbital calculations on pertinent 2-methylene and (E)-2-ethylidene bridgehead carbocations and corresponding hydrocarbons (L = hydrogen) also supported the increase in the conjugation with increasing skeletal flexibility. The solvolysis products were solely bridgehead substitution products, no indication for the formation of bridgehead olefin via an S(N)1' mechanism having been obtained.
• Bredt's Rule. IV. Bicyclo[3.2.2]non-1-ene and Bicyclo[3.2.2]non-1(7)-ene, Examples of Bridged trans-Cycloheptenes
  作者：John R. Wiseman、Joshua A. Chong

  DOI：10.1021/ja50001a061

  日期：1969.12
• US8822699B2
  申请人：——

  公开号：US8822699B2

  公开（公告）日：2014-09-02