2-甲基-4-萘-2-基-4-氧代丁酸 | 16206-42-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-甲基-4-萘-2-基-4-氧代丁酸
• 英文名称: 2-methyl-4-(naphthalen-2-yl)-4-oxobutanoic acid
• 英文别名: 2-methyl-3-(2-napthoyl)propanoic acid；2-methyl-4-[2]naphthyl-4-oxo-butyric acid；2-Methyl-4-[2]naphthyl-4-oxo-buttersaeure；3-(2-naphthoyl)-2-methylpropionic acid；2-methyl-4-naphthalen-2-yl-4-oxobutanoic acid
• CAS: 16206-42-1
• 化学式: C₁₅H₁₄O₃
• mdl: MFCD16432863
• 分子量: 242.274
• InChiKey: YTQSBIFDAFVJOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲基-4-萘-2-基-4-氧代丁酸 在 盐酸 、 乙醚 、 苯 作用下， 生成 2-methyl-4-[2]naphthyl-pent-3-enoic acid
  参考文献：
  名称：

  106.烷基菲的合成。第六部分 尝试合成衍生自邻苯二酚的碳氢化合物“ C 16 H 14 '”

  摘要：

  DOI：

  10.1039/jr9340000454
• 作为产物：
  描述：

  2-溴代-2-乙酰基萘 在 sodium hydroxide 、 水 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 45.25h， 生成 2-甲基-4-萘-2-基-4-氧代丁酸
  参考文献：
  名称：

  Carbon-13 magnetic resonance of hydroaromatics. 3. Conformation of 1,2,3,4-tetrahydrophenanthrene and 9,10-dihydrophenanthrene and their methyl derivatives

  摘要：

  DOI：

  10.1021/jo00218a027

文献信息

• Substituted thio-substituted benzyl-propionyl-L-prolines
  申请人：American Cyanamid Company

  公开号：US04226775A1

  公开（公告）日：1980-10-07

  This disclosure describes novel substituted .omega.-aroyl(propionyl or butyryl)-L-prolines and the esters and cationic salts thereof which are useful as hypotensive agents in mammals.

  这份披露描述了新型的取代的ω-芳酰基（丙酰基或丁酰基）-L-脯氨酸及其酯和阳离子盐，它们在哺乳动物中作为降血压剂是有用的。
• Pd(<scp>ii</scp>)/Zn co-catalyzed chemo-selective hydrogenation of α-methylene-γ-keto carboxylic acids
  作者：Xuexin Zhang、Yang Gao、Ronibala Devi Laishram、Kangkui Li、Yong Yang、Yong Zhan、Yang Luo、Baomin Fan

  DOI：10.1039/c9ob00005d

  日期：——

  An efficient Pd/Zn co-catalyzed chemo-selective hydrogenation of α-methylene-γ-keto carboxylic acids is described. This methodology offers a divergent synthesis of α-methyl-γ-keto carboxylic acids, α-methylcarboxylic acids, and lactones starting from α-methylene-γ-keto carboxylic acids via selective hydrogenation by varying the catalytic conditions avoiding the use of high pressure of hydrogen. The

  描述了一种有效的Pd / Zn共催化的α-亚甲基-γ-酮基羧酸的化学选择性加氢反应。该方法学通过改变催化条件避免选择性使用加氢条件，从而通过选择性加氢从α-亚甲基-γ-酮基羧酸开始，提供了α-甲基-γ-酮基羧酸，α-甲基羧酸和内酯的多样化合成方法。氢。该反应还显示出宽的底物耐受性，以良好至优异的产率得到所需产物。
• Catalytic Enantioselective α-Allylation of Deconjugated Butenolides with Aza-π-allylpalladium 1,4-Dipoles: Access to Optically Pure 2-Piperidones Bearing an All-Carbon Quaternary Stereocenter
  作者：Shu-Pei Yuan、Qing Bao、Ting-Jia Sun、Jian-Qiang Zhao、Zhen-Hua Wang、Yong You、Yan-Ping Zhang、Ming-Qiang Zhou、Wei-Cheng Yuan

  DOI：10.1021/acs.orglett.2c03383

  日期：2022.11.18

  4-diploes, in situ generated from palladium-mediated decarboxylation of cyclic carbamates and amide-substituted acyclic carbonates, has been successfully developed. An array of enantioenriched 2-piperidones bearing an all-carbon quaternary stereocenter were obtained in high yields with excellent enantioselectivities (up to 99% yield and 99% ee). The utility of this method was also showcased by a large-scale

  已成功开发钯催化的去共轭丁烯酸内酯与氮杂-π-烯丙基钯 1,4-二倍体的对映选择性 α-烯丙基化反应，该反应由钯介导的环状氨基甲酸酯和酰胺取代的无环碳酸酯的脱羧原位生成。以高产率和出色的对映选择性（高达 99% 产率和 99% ee）获得了一系列带有全碳季立构中心的对映体富集 2-哌啶酮。该方法的实用性也通过产品的大规模反应和合成转化得到展示。
• Magnesium-Promoted Reductive Carboxylation of Aryl Vinyl Ketones: Synthesis of γ-Keto Carboxylic Acids
  作者：Suhua Zheng、Tianyuan Zhang、Hirofumi Maekawa

  DOI：10.1021/acs.joc.2c00557

  日期：2022.6.3

  Direct reductive carboxylation of easily prepared aryl vinyl ketones under the atmosphere of carbon dioxide led to the selective formation of γ-keto carboxylic acids in 38–86% yields. The reaction is characterized by the carbon–carbon bond formation of carbon dioxide at the β-position of enone, with the use of magnesium turnings that can be easily handled as the reducing agent and the eco-friendly

  容易制备的芳基乙烯基酮在二氧化碳气氛下的直接还原羧化导致以 38-86% 的产率选择性形成 γ-酮基羧酸。该反应的特点是二氧化碳在烯酮的β位形成碳-碳键，使用易于处理的镁屑作为还原剂，以及无加压、无压力等环保反应条件。反应温度低或高，反应时间短。该协议显示了广泛的底物范围，并提供了一种有用且方便的替代方法来获取生物学上重要的 γ-酮羧酸。
• Novel substituted omega-aroyl(propionyl or butyryl)-L-prolines, pharmaceutical compositions containing them and processes for their preparation
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0010347A1

  公开（公告）日：1980-04-30

  The present invention provides novel substituted ω-aroyl(propionyl or butyryl) -L-prolines, pharmaceuticat compositions containing them useful for reducing blood pressure by inhibiting the conversion of angiotensin I to angiotensin II, and processes for preparing the novel compounds. The novel compounds are those of the formulae: wherein n is zero or one; R is hydrogen or alkyl having up to 3 carbon atoms; R2 is hydrogen, phenyl or alkyl having up to 3 carbon atoms; R3 is mercapto, formylthio, benzoylthio, alt noylthio having from 2 to 4 carbon atoms or moieties of the formulae: and wherein R9 is phenyl or substituted phenyl; R4 is hydrogen, phenyl or alkyl having up to 4 carbon atoms; R5 is hydrogen or alkyl having up to 4 carbon atoms; and ARYL is selected from the group consisting of 1-naphthyl, 2-naphthyl, 4-chloro-1-naphthyl, 5, 6,7, 8-tetrahydro -1-naphthyl, 5, 6, 7, 8-tetrahydro -2-naphthyl, 4-methoxy-1 -naphthyl, 5-acenaphthyl, 4-biphenylyl, 5-indanyl, 4-indanyl and moieties of the formula: wherein R6 is selected from the group consisting of hydrogen, fluoro, chloro, bromo, trifluoromethyl, cyano, amino, phenoxy, halophenoxy, phenylthio, halophenylthio, p-cyclohexylphenoxy, alkyl having up to 4 carbon atoms, alkoxy having up to4 carbon atoms, alkylamino having up to 4 carbon atoms, alkanoylamino having from 2 to 4 carbon atoms and alkoxycarbonyl having from 2 to 4 carbon atoms, R- is selected from the group consisting of chloro, fluoro, bromo, alkyl having up to 4 carbon atoms and alkoxy having up to 4 carbon atoms, and m is zero, one or two; and the pharmacologically acceptable cationic salts thereof when R5 is hydrogen.

  本发明提供了新型取代的ω-芳酰基（丙酰基或丁酰基）-L-脯氨酸、含有它们的通过抑制血管紧张素Ⅰ向血管紧张素Ⅱ的转化来降低血压的药物组合物，以及制备这些新型化合物的工艺。新型化合物为以下式中的化合物： 其中 n 为 0 或 1；R 为氢或最多 3 个碳原子的烷基；R2 为氢、苯基或最多 3 个碳原子的烷基；R3 为巯基、甲硫基、苯甲酰硫基、具有 2 至 4 个碳原子的烷基硫基或式中的分子： 其中 R9 是苯基或取代苯基；R4 是氢、苯基或最多 4 个碳原子的烷基；R5 是氢或最多 4 个碳原子的烷基；ARYL 选自由 1-萘基、2-萘基、4-氯-1-萘基、5、6、7、8-四氢-1-萘基、5、6、7、8-四氢-2-萘基、4-甲氧基-1-萘基、5-苊基、4-联苯基、5-茚基、4-茚基和式如下的分子组成的组： 其中 R6 选自由氢、氟、氯、溴、三氟甲基、氰基、氨基、苯氧基、卤代苯氧基、苯硫基、卤代苯硫基、对环己基苯氧基、最多 4 个碳原子的烷基、最多 4 个碳原子的烷氧基、最多 4 个碳原子的烷基氨基组成的组、R-选自由氯、氟、溴、最多 4 个碳原子的烷基和最多 4 个碳原子的烷氧基组成的组，且 m 为 0、1 或 2；及其药理学上可接受的阳离子盐（当 R5 为氢时）。