3-(hydroxyimino)-2-oxobicyclo<2.2.1>heptane | 28043-14-3

• 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: 3-(hydroxyimino)-2-oxobicyclo<2.2.1>heptane
• 英文别名: 2-oximinonorbornan-3-one；3-Oxo-norbornan-2-on-oxim；Isonitroso-norcampher；3-Oximino-2-oxo-bicyclo<2.2.1>heptan；3-Hydroxyiminobicyclo[2.2.1]heptan-2-one
• CAS: 28043-14-3
• 化学式: C₇H₉NO₂
• 分子量: 139.154
• InChiKey: RFLQLLFBADZRJD-UHFFFAOYSA-N

物化性质

• 沸点：
  285.4±7.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(hydroxyimino)-2-oxobicyclo<2.2.1>heptane 在 硫酸 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 盐酸 、 水 为溶剂， 反应 2.25h， 生成 3-环己烯-1-甲酸
  参考文献：
  名称：

  Edwards, Oliver E.; Dixon, John; Elder, John W., Canadian Journal of Chemistry, 1981, vol. 59, p. 2096 - 2115

  摘要：

  DOI：
• 作为产物：
  描述：

  降樟脑 在 potassium tert-butylate 、 亚硝酸异戊酯 作用下， 以 叔丁醇 为溶剂， 生成 3-(hydroxyimino)-2-oxobicyclo<2.2.1>heptane
  参考文献：
  名称：

  Collins,C.J. et al., Justus Liebigs Annalen der Chemie, 1970, vol. 739, p. 7 - 14

  摘要：

  DOI：

文献信息

• Synthesis and evaluation of the pharmacological activity of rigid analogs of sympathomimetic catecholamines derived from bicyclo[2.2.1]heptane
  作者：A. Balsamo、M. C. Breschi、A. Lapucci、B. Macchia、F. Macchia、E. Martinotti、S. Nencetti、P. Nieri、E. Orlandini

  DOI：10.1021/jm00124a020

  日期：1989.4

  4-dihydroxyphenyl)-2-hydroxybicyclo[2.2.1]he ptane (4a) and its N-isopropyl derivative (4b) were synthesized and assayed for their adrenergic activity on various isolated preparations. Compounds 4a and 4b, tested up to a dose of 10(-4) M, did not reveal any activity, either stimulant or blocking, on the alpha- and beta-adrenoceptors. Possible rationalizations of the results obtained, however, are suggested

  合成了3-内氨基-3-外基-2-（3,4-二羟基苯基）-2-羟基双环[2.2.1]庚烷（4a）及其N-异丙基衍生物（4b），并对其在各种条件下的肾上腺素活性进行了测定。孤立的制剂。测试到10（-4）M剂量的化合物4a和4b均未显示对α和β肾上腺素受体有任何刺激或阻断活性。但是，建议对获得的结果进行合理化处理。
• Collins,C.J. et al., Justus Liebigs Annalen der Chemie, 1970, vol. 739, p. 7 - 14
  作者：Collins,C.J. et al.

  DOI：——

  日期：——
• Edwards, Oliver E.; Dixon, John; Elder, John W., Canadian Journal of Chemistry, 1981, vol. 59, p. 2096 - 2115
  作者：Edwards, Oliver E.、Dixon, John、Elder, John W.、Kolt, Ralph J.、Lesage, Maurice

  DOI：——

  日期：——
• Isodicyclopentadienes and related molecules. 53. Unsymmetrical oxidative cleavage of cyclic ketones. Conversion to .omega.-ethoxycarbonyl aldoximes under alkaline conditions
  作者：Cornelis M. Moorhoff、Leo A. Paquette

  DOI：10.1021/jo00002a040

  日期：1991.1

  A useful procedure for effecting the direct unsymmetrical cleavage of an enolizable cyclic ketone to an oximino ester has been developed. The process begins by deprotonation with LDA and is followed by the addition of ethyl nitrite in THF at low temperature. Rapid reaction customarily ensues with resultant overall nitrosolysis. Of particular importance is the facile application of this procedure to substrate ketones that are otherwise sensitive to acidic environments. This feature is exemplified in particular in the case of syn- and anti-sesquinorbornenones 34 and 35, access to which is described for the first time. Since the entire process is executed in a single flask, the methodology is very convenient to implement in practice.