Methyl 4,4,5,5,6,6,6-heptafluoro-3-oxohexanoate | 89129-68-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Methyl 4,4,5,5,6,6,6-heptafluoro-3-oxohexanoate
• CAS: 89129-68-0
• 化学式: C₇H₅F₇O₃
• 分子量: 270.104
• InChiKey: GEBZHSIYCXKYAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Methyl 4,4,5,5,6,6,6-heptafluoro-3-oxohexanoate 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以63%的产率得到5-(1,1,2,2,3,3,3-Heptafluoropropyl)-1,2-dihydropyrazol-3-one
  参考文献：
  名称：

  Reaction of fluorine-containing ?-ketoesters with bifunctional N-nucleophiles

  摘要：

  DOI：

  10.1007/bf01157341
• 作为产物：
  描述：

  methyl (Z)-4,4,5,5,6,6,6-heptafluoro-3-hydroxyhex-2-enoate 生成 Methyl 4,4,5,5,6,6,6-heptafluoro-3-oxohexanoate
  参考文献：
  名称：

  RUDAYA M. N.; SALOUTIN V. I.; FOMIN A. N.; PASHKEVICH K. I., IZV. AN CCCP. CEP. XIM.,(1987) N 6, 1412-1415

  摘要：

  DOI：

文献信息

• 2-Methylsulfanyl-6-Polyfluoroalkyl-Pyrimidin-4-Ones: Synthesis and Nucleophilic Substitution Reactions
  作者：O. G. Khudina、Ya. V. Burgart、V. I. Saloutin

  DOI：10.1007/s10593-014-1539-7

  日期：2014.9

  nucleophilic substitution of the methylsulfanyl group, leading to 2-morpholino- and 2-hydrazino-6-polyfluoroalkylpyrimidin-4-ones. The reaction of 2-(2-phenylhydrazino)-6-trifluoromethylpyrimidin-4-one with paraform produced 5-oxo-2-phenyl-7-tri-fluoromethyl-5H-1,2,4-triazolo[4,3-а]pyrimidin-1-id-2-ium. The lactam structure of the synthesized heterocycles was established by X-ray structural analysis, as well

  我们已经优化了合成2-甲基硫烷基-6-多氟-烷基嘧啶-4-酮的反应条件。特别地，三氟甲基取代的杂环的产率增加到96％，并且制备了新的多氟烷基取代的类似物。这些杂环与吗啉或肼的相互作用显示出导致甲基硫烷基的亲核取代，从而导致2-吗啉代-和2-肼基-6-聚氟烷基嘧啶-4-酮。2-（2-苯基肼基）-6-三氟甲基嘧啶-4-酮与副产物的反应生成5-氧代-2-苯基-7-三氟甲基-5H-1,2,4-三唑并[4,3-а ] pyrimidin-1-id-2-ium。合成的杂环的内酰胺结构是通过X射线结构分析以及IR和NMR光谱确定的。
• Biginelli condensations of fluorinated 3-oxo esters and 1,3-diketones
  作者：V.I Saloutin、Ya.V Burgart、O.G Kuzueva、C.O Kappe、O.N Chupakhin

  DOI：10.1016/s0022-1139(99)00216-x

  日期：2000.4

  Condensation of fluorinated 3-oxo esters or 1,3-diketones with benzaldehyde and (thio)urea results in the diastereoselective formation of 4-fluoroalkyl-4-hydroxy-2-oxo(thioxo)-6-phenyl-hexahydropyrimidine-5-carboxylates from which by dehydration under acidic conditions the corresponding 6-fluoroalkyl-2-oxo(thioxo)-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylates were obtained. Under the same conditions

  含氟的3-氧代酯或1,3-二酮与苯甲醛和（硫代）脲的缩合导致4-氟烷基-4-羟基-2-羟基-2-氧代（硫代）-6-苯基-六氢嘧啶-5-羧酸酯的非对映选择性形成通过在酸性条件下脱水，得到相应的6-氟烷基-2-氧代（硫代）-4-苯基-1,2,3,4-四氢嘧啶-5-羧酸酯。在相同条件下，六氟乙酰丙酮提供4,6-二羟基-4,6-二（三氟甲基）-六氢嘧啶-2-酮。描述了这些嘧啶衍生物导致稠合杂环的一些其他反应。
• Alkyl 3-fluoroalkyl-3-oxopropionates in reactions with azolyldiazonium salts
  作者：E. V. Shchegol’kov、E. V. Sadchikova、Ya. V. Burgart、V. I. Saloutin

  DOI：10.1007/s11172-008-0096-6

  日期：2008.3

  Alkyl 3-fluoroalkyl-3-oxopropionates react with antipyrinyldiazonium chloride to form 2-antipyrinylhydrazono-3-fluoroalkyl-3-oxopropionates. The use in these reactions of hetaryldiazonium salts, containing NH group in the α position, leads to alkyl 7-fluoroalkyl-7-hydroxy-4,7- dihydroazolo[5,1-c]triazine-6-carboxylates. 3-Amino-1H-1,2,4-triazole, 3-amino-4-ethoxycar- bonyl-1H-pyrazole, and 5-amino-4-ethoxycarbonyl-1H-imidazole were used as the heterocyclic component.

  3- 氟烷基-3-氧代丙酸烷基酯与抗吡啶基氯化偶氮鎓发生反应，生成 2-抗吡啶基肼基-3-氟烷基-3-氧代丙酸烷基酯。在这些反应中使用在 α 位含有 NH 基团的 hetaryldiazonium 盐，可生成 7-氟烷基-7-羟基-4,7-二氢唑并[5,1-c]三嗪-6-羧酸烷基酯。3- 氨基-1H-1,2,4-三唑、3-氨基-4-乙氧羰基-1H-吡唑和 5-氨基-4-乙氧羰基-1H-咪唑被用作杂环成分。
• ——
  作者：Ya.V. Burgart、O.G. Kuzueva、M.V. Pryadeina、C.O. Kappe、V.I. Saloutin

  DOI：10.1023/a:1012473901354

  日期：——

  Hexafluoroacetylacetone reacts with urea (thiourea) to yield respectively 4,6-bis(hydroxy)-4,6-bis(trifluoromethyl)hexahydropyrimidin-2-one(thione). The dehydration of the products and also reaction of nonsymmetrical fluoroalkyl-containing 1,3-diketones with urea (thiourea) afford substituted pyrimidines. The condensation of fluorinated 3-oxoesters and 1,3-diketones with benzaldehyde and urea (thiourea) results in 5-alkoxycarbonyl(acyl)-4-hydroxy-2-oxo(thioxo)-6-phenyl-4-fluoroalkylhexahydropyrimidines that on dehydration furnish 5-alkoxycarbonyl(acyl)-2-oxo(thioxo)-4-phenyl-6-fluoroalkyltetrahydropyrimidines. Ethyl 7-nonafluorobutyl-5-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-6-carboxylate hydrobromide forms in reaction of dibromoethane with ethyl ether of 2-thioxo-4-phenyl-6-nonafluorobutyltetrahydropyrimidine.
• Reactions of fluoroalkyl-?-ketoesters with ammonia
  作者：K. I. Pashkevich、V. I. Saloutin、A. N. Fomin、M. N. Rudaya、L. G. Egorova

  DOI：10.1007/bf00954820

  日期：1986.7