ethyl 3-ethyl-3-hydroxypentanoate | 22624-32-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-ethyl-3-hydroxypentanoate
• CAS: 22624-32-4
• 化学式: C₉H₁₈O₃
• 分子量: 174.24
• InChiKey: HNKBUQNIEPHCOM-UHFFFAOYSA-N

物化性质

• 熔点：
  125-126.5 °C
• 沸点：
  253.5±13.0 °C(Predicted)
• 密度：
  0.978±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-ethyl-3-hydroxypentanoate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以63%的产率得到3-ethyl-3-hydroxypentanoic acid
  参考文献：
  名称：

  对羟基自由基具有特异性的自旋阱的合成。

  摘要：

  通过适当取代的γ还原锌/氯化铵，合成了两个硝酮3,3-二乙基-5,5-二甲基吡咯啉一氧化物（DEDMPO）和3,3,5,5-四甲基吡咯啉一氧化物（M4PO） -硝基羰基化合物，然后将甲基溴化镁加到所得的中间体硝基中。这些硝酮的亲脂性是通过确定它们在1-辛醇/水系统中的分配系数来估算的。发现它们比5，5-二甲基吡咯啉1-氧化物（DMPO）具有更大的亲脂性。研究了这些硝酮对羟基和超氧自由基的自旋捕获，并确定了超精细偶合常数。发现M4PO旋转捕获两个自由基，而DEDMPO旋转仅捕获羟基。DEDMPO用于确定猪胸主动脉内皮细胞在甲萘醌或硝西epa的代谢过程中是否产生了羟基自由基。我们的结果表明，与利用DMPO进行的自旋捕集研究相结合，内皮细胞在醌和含芳香族硝基化合物的细胞代谢过程中仅生成超氧化物。

  DOI：

  10.1021/jm00397a028
• 作为产物：
  描述：

  氯乙酸乙酯 、 3-戊酮 在 tris(2,2'-bipyridine)nickel(II) tetrafluoroborate 、 四丁基溴化铵 、 zinc dibromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到ethyl 3-ethyl-3-hydroxypentanoate
  参考文献：
  名称：

  Metal exchange between an electrogenerated organonickel species and zinc halide: application to an electrochemical, nickel-catalyzed Reformatsky reaction

  摘要：

  The mechanism of the electroreductive coupling of alpha-chloro esters or alpha-chloro nitriles with carbonyl compounds by the means of a sacrificial zinc anode and a nickel catalyst was elucidated by electroanalytical techniques. The mechanism involved reduction of a Ni(II) complex to a Ni(0) complex, oxidative addition of the alpha-chloro ester to the Ni(0) complex, and a Zn(II)/Ni(II) exchange, leading to an organozinc Reformatsky reagent. The electrosynthesis of various beta-hydroxy esters, beta-hydroxy nitriles, and 2,3-epoxy esters was successfully achieved under extremely mild conditions.

  DOI：

  10.1021/jo00006a012

文献信息

• Anti-tumuor agents
  申请人：AstraZeneca AB

  公开号：US06346633B1

  公开（公告）日：2002-02-12

  The invention concerns anti-tumour agents of formula (I) wherein each of R1, R2 and R3 has the meanings defined in the specification including hydrogen, (1-4C)alkyl, (3-4)alkenyl, (3-4C)alkynyl, amino, (1-4C)alkylamino and (1-4C)alkoxy; each of R4 and R5 is (1-4C)alkyl; each of R6 and R7 is hydrogen or (1-4C)alkyl; X is oxygen; m is 1 or 2 and each R8 is as defined in the specification; each of Y1 and Y2 is halogeno, (1-4C)alkanesulphonyloxy, benzenesulphonyloxy or phenyl-(1-4C)akanesulphonyloxy; or a pharmaceutically-acceptable salt thereof; provided that at least one of R1, R2 and R3 is other than hydrogen; a process for preparation, pharmaceutical compositions containing them and their use in the production of an anti-proliferative effect.

  该发明涉及式(I)的抗肿瘤剂，其中R1、R2和R3中的每一个具有规范中定义的含义，包括氢、(1-4C)烷基、(3-4)烯基、(3-4C)炔基、氨基、(1-4C)烷基氨基和(1-4C)烷氧基；R4和R5中的每一个是(1-4C)烷基；R6和R7中的每一个是氢或(1-4C)烷基；X是氧；m为1或2，每个R8如规范中定义；Y1和Y2中的每一个是卤素、(1-4C)烷磺酰氧基、苯磺酰氧基或苯基-(1-4C)烷磺酰氧基；或其药用可接受盐；前提是R1、R2和R3中至少有一个不是氢；一种制备方法，含有它们的药物组合物以及它们在抗增殖作用中的应用。
• Synthesis of three oxytocin analogs related to [1-deaminopenicillamine]oxytocin prossessing antioxytocic activity
  作者：Raymond J. Vavrek、Martha F. Ferger、G. Ashley Allen、Daniel H. Rich、Alfred T. Blomquist、Vincent Du Vigneaud

  DOI：10.1021/jm00272a001

  日期：1972.2
• Kon; Linstead, Journal of the Chemical Society, 1925, vol. 127, p. 620
  作者：Kon、Linstead

  DOI：——

  日期：——
• Armstrong, Frank B.; Lipscomb, Elizabeth L.; Crout, David H. G., Journal of the Chemical Society. Perkin transactions I, 1985, p. 691 - 696
  作者：Armstrong, Frank B.、Lipscomb, Elizabeth L.、Crout, David H. G.、Morgan, Phillip J.

  DOI：——

  日期：——
• New Generation Method for a Samarium(II) Equivalent: Me3SiX (X = Br and I)/Sm-Assisted Intermolecular Carbon-Carbon Bond Forming Reactions of Carbonyl Compounds
  作者：Noriyuki Akane、Tadashi Hatano、Hiroko Kusui、Yutaka Nishiyama、Yasutaka Ishii

  DOI：10.1021/jo00104a056

  日期：1994.12

  Samarium(II) species can be efficiently generated in situ from a reaction between elemental samarium and chlorotrimethylsilane (Me(3)SiCl)/sodium iodide (NaI) reagent or bromotrimethylsilane (Me(3)SiBr) in acetonitrile. The reductive coupling reaction of carbonyl compounds was achieved by the action of Sm(II) reagent thus generated from Sm/Me(3)SiCl/NaI or Sm/Me(3)SiBr to give the corresponding pinacol products in moderate to high yields. The samarium(II) reagent induced the intermolecular coupling reaction of alpha,beta-unsaturated esters with carbonyl compounds or imines followed by intramolecular cyclization to form the corresponding gamma-lactones or gamma-lactams in moderate yields. The reaction of alpha-bromo esters with carbonyl compounds using the Sm (II) species, generated from the Sm/Me(3)SiX system, led to the corresponding beta-hydroxy esters in 52-95% yields.