4-Cyclobutyl-2-butanone | 98602-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Cyclobutyl-2-butanone
• 英文别名: 4-cyclobutylbutan-2-one
• CAS: 98602-43-8
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: CJQLXYNXAPVUHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Cyclobutyl-2-butanone 在 咪唑 、 magnesium 、 mercury dichloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 (+/-)-Methyl 7-<2β-(6-cyclobutyl-4-hydroxy-4-methyl-1(E)-hexenyl)-3α-hydroxy-5-oxo-1α-cyclopentyl>-4(Z)-heptenoate
  参考文献：
  名称：

  18-Cycloalkyl analogs of enisoprost

  摘要：

  By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede omega chain metabolism and prolong duration of gastric antisecretory activity. An initial product of omega chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison. The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED50 of enisoprost. The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues. The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.

  DOI：

  10.1021/jm00125a013
• 作为产物：
  描述：

  环丁基甲酰氯 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醇 、 苯 为溶剂， 25.0 ℃ 、34.48 kPa 条件下， 反应 16.5h， 生成 4-Cyclobutyl-2-butanone
  参考文献：
  名称：

  18-Cycloalkyl analogs of enisoprost

  摘要：

  By use of standard cuprate methodology, a series of 18-cycloalkyl analogues of enisoprost was prepared in an effort to impede omega chain metabolism and prolong duration of gastric antisecretory activity. An initial product of omega chain oxidation, the C-20 hydroxy analogue, was also synthesized for pharmacological comparison. The cyclopropyl, cyclobutyl, and cyclopentyl analogues were approximately one-fourth as potent as enisoprost in inhibiting gastric acid secretion, while the cyclohexyl and cycloheptyl analogues showed very weak activity, and the 20-hydroxy compound was inactive at a dose 100 times the ED50 of enisoprost. The cyclobutyl compound had a longer duration of antisecretory action than enisoprost and the other cycloalkyl analogues. The cycloalkyl analogues unexpectedly possessed low diarrheogenic activity in rats.

  DOI：

  10.1021/jm00125a013

文献信息

• A Lewis Base Catalysis Approach for the Photoredox Activation of Boronic Acids and Esters
  作者：Fabio Lima、Upendra K. Sharma、Lars Grunenberg、Debasmita Saha、Sandra Johannsen、Joerg Sedelmeier、Erik V. Van der Eycken、Steven V. Ley

  DOI：10.1002/anie.201709690

  日期：2017.11.20

  either boronic acids or esters. This system enabled a wide range of alkyl boronic esters and aryl or alkyl boronic acids to react with electron-deficient olefins via radical addition to efficiently form C-C coupled products in a redox-neutral fashion. The Lewis base catalyst was shown to form a redox-active complex with either the boronic esters or the trimeric form of the boronic acids (boroxines) in

  我们在此报道了使用包含路易斯碱催化剂（例如奎宁环素-3-醇或4-二甲基氨基吡啶）和光氧化还原催化剂的双催化系统来从硼酸或酯产生碳自由基。该系统使多种烷基硼酸酯和芳基或烷基硼酸能够通过自由基加成与缺电子烯烃反应，以氧化还原中性的方式有效地形成CC偶联产物。路易斯碱催化剂显示出与溶液中的硼酸酯或硼酸（环硼氧烷）的三聚形式形成氧化还原活性络合物。
• Substituted Azaspiro(4.5)Decane Derivatives
  申请人：Gruenenthal GmbH

  公开号：US20160016903A1

  公开（公告）日：2016-01-21

  The invention relates to substituted spirocyclic cyclohexane derivatives which have an affinity for the μ opioid receptor and the ORL1 receptor, processes for the preparation thereof, medicaments containing these compounds and the use of these compounds for the preparation of medicaments.

  这项发明涉及对取代的螺环烷环己烷衍生物，其具有对μ阿片受体和ORL1受体的亲和力，以及其制备方法、含有这些化合物的药物和利用这些化合物制备药物的用途。
• Photochemistry of acetone in the presence of exocyclic olefins: an unexpected competition between the photo-Conia and Paternò–Büchi reactions
  作者：Wen-Sheng Chung、Chia-Chin Ho

  DOI：10.1039/a607415d

  日期：——

  When irradiated in the presence of several exocyclic olefins, acetone undergoes homoalkylation with the olefins to form a series of 4-cycloalkylbutan-2-ones (with quantum yields of 0.14 ± 0.01) rather than exhibiting the expected Paternò–Büchi reaction; in contrast, the photolysis of perdeuteriated acetone gave both types of products.

  在存在若干外环烯烃的情况下进行辐照时，丙酮会与烯烃发生同烷基化反应，生成一系列 4-环烷基丁-2-酮（量子产率为 0.14 ± 0.01），而不是发生预期的 PaternÃâB¼chi 反应；与此相反，过脱烷基丙酮的光解则会产生这两种类型的产物。
• Omega-cycloalkyl prostaglandins
  申请人：G.D. Searle & Co.

  公开号：EP0142158A2

  公开（公告）日：1985-05-22

  This invention encompasses prostaglandins of the formula I wherein X represents cis or trans -CH=CH-, -C≡-, methylene or ethylene; R, represents a cycloalkyl group of the formula where m is 1 to 3 inclusive R2 represents hydrogen or lower alkyl with the proviso that the sum of the carbon atoms in X and R, is 7 or less. R' represents lower alkyl containing 1 to 6 carbon atoms, vinyl or ethynyl; wherein R''' represents hydroxymethyl, hydroxyacetyl or -CO2 R'''' wherein R"" represents hydrogen or lower alkyl containing 1 to 6 carbon atoms and the wavy line represents optional R or S stereochemistry.

  本发明包括式 I 的前列腺素 其中 X 代表顺式或反式-CH=CH-、-C≡-、亚甲基或亚乙基； R代表式中的环烷基 其中 m 为 1 至 3（包括 3 R2 代表氢或低级烷基，但 X 和 R 的碳原子之和必须为 7 或更少。 R' 代表含 1 至 6 个碳原子的低级烷基、乙烯基或乙炔基； 其中 R''' 代表羟甲基、羟基乙酰基或 -CO2 R'''' 其中 R""代表氢或含有 1 至 6 个碳原子的低级烷基，波浪线代表任选的 R 或 S 立体化学结构。
• COLLINS, PAUL W.;GASIECKI, ALAN F.;PERKINS, WILLIAM E.;GULLIKSON, GARY W.+, J. MED CHEM., 32,(1989) N, C. 1001-1006
  作者：COLLINS, PAUL W.、GASIECKI, ALAN F.、PERKINS, WILLIAM E.、GULLIKSON, GARY W.+

  DOI：——

  日期：——