2,2-dimethyl-4-methoxycarbonylbutanoyl chloride | 85216-69-9

• 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: 2,2-dimethyl-4-methoxycarbonylbutanoyl chloride
• 英文别名: 4-chlorocarbonyl-4-methyl-pentanoic acid methyl ester；methyl 5-chloro-4,4-dimethyl-5-oxopentanoate
• CAS: 85216-69-9
• 化学式: C₈H₁₃ClO₃
• 分子量: 192.642
• InChiKey: NWCACQVJQDEHNU-UHFFFAOYSA-N

物化性质

• 沸点：
  235.8±23.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-4-methoxycarbonylbutanoyl chloride 在 palladium diacetate 碘苯二乙酸 、 碘 、 三苯基膦 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 生成 2-(4-carbomethoxy-1-iodo-2-(iodomethyl)butan-2-yl)-4,4-dimethyl-4,5-dihydrooxazole
  参考文献：
  名称：

  Converting gem-Dimethyl Groups into Cyclopropanes via Pd-Catalyzed Sequential C−H Activation and Radical Cyclization

  摘要：

  A novel route to the synthesis of cyclopropane derivatives is described. 1,1-Dimethyls in 2-(1,1-dimethylalkyl)dimethyloxazolines are first converted into 1,3-diiodide derivatives via Pd-catalyzed sequential C-H activation and then radically cyclized to provide 2-(1-alkylcylclopropyl)dimethyloxazolines. The use of EtOAc as a solvent is crucial for the diiodination of the functionalized substrates.

  DOI：

  10.1021/ol0618858
• 作为产物：
  描述：

  2,2-dimethyl-4-methoxycarbonylbutanoic acid 在 氯化亚砜 作用下， 反应 12.0h， 生成 2,2-dimethyl-4-methoxycarbonylbutanoyl chloride
  参考文献：
  名称：

  Matsushita, Yoh-ichi; Hasegawa, Etsuo; Eshima, Kiyoshi, Heterocycles, 1984, vol. 22, # 6, p. 1403 - 1410

  摘要：

  DOI：

文献信息

• [EN] CATALYTICS ASYMMETRIC ACTIVATION OF UNACTIVATED C-H BONDS, AND COMPOUNDS RELATED THERETO<br/>[FR] ACTIVATION CATALYTIQUE ASYMETRIQUE DE LIAISONS C-H INACTIVEES ET COMPOSES ASSOCIES
  申请人：UNIV BRANDEIS

  公开号：WO2006026053A1

  公开（公告）日：2006-03-09

  One aspect of the present invention is directed in part to catalytic and stereoselective functionalization of unactivated C-H bonds of simple organic substrates. The compounds and methods provided herein allow one to control the stereochemistry in a C-H activation step, activate substrates containing α-hydrogens next to the directing group, and remove a directing group under mild conditions. One aspect of the present invention relates to a transition-metal-catalyzed method for selective and asymmetric oxidation of carbons located in a β- or Ϝ-position relative to an auxiliary. Another aspect of the invention relates to the enantiomerically-enriched substrates and the enantiomerically-enriched products formed via said method. In certain embodiments, oxazoline and oxazinone directing groups are used. In addition, the Boc protecting group has been identified as a directing group which does not necessitate removal.

  本发明的一个方面部分涉及简单有机底物中未活化C-H键的催化和对映选择性官能团化。本发明提供的化合物和方法允许在C-H活化步骤中控制立体化学，活化含有邻近导向基团的α-氢的底物，并在温和条件下移除导向基团。本发明的另一方面涉及一种过渡金属催化的方法，用于选择性和非对称氧化位于辅助基团β-或Ϝ-位置上的碳。发明的另一个方面涉及通过所述方法形成的对映体富集的底物和对映体富集的产品。在某些实施例中，使用了恶唑啉和恶嗪酮导向基团。此外，Boc保护基团被识别为不需要移除的导向基团。
• Pd(II)-Catalyzed Olefination of <i>sp</i>³ C−H Bonds
  作者：Masayuki Wasa、Keary M. Engle、Jin-Quan Yu

  DOI：10.1021/ja1010866

  日期：2010.3.24

  using N-arylamide directing groups. Following olefination, the resulting intermediates were found to undergo rapid 1,4-addition to give the corresponding gamma-lactams. Notably, this method was effective with substrates containing alpha-hydrogen atoms and could be applied to effect methylene C-H olefination of cyclopropane substrates.

  使用 N-芳基酰胺导向基团开发了第一个 Pd(II) 催化的 sp(3) CH 烯化反应。烯化后，发现所得中间体进行快速 1,4-加成，得到相应的 γ-内酰胺。值得注意的是，该方法对含有 α-氢原子的底物有效，并可用于实现环丙烷底物的亚甲基 CH 烯化。
• Dioxocyclohexane carboxylic acid phenyl amide derivatives for modulating voltage-gated potassium channels and pharmaceutical compositions containing the same
  申请人：Sarantakis Dimitrios

  公开号：US20060014826A1

  公开（公告）日：2006-01-19

  Dioxocyclohexane carboxylic acid phenyl amide derivatives of Formula (I) or a tautomer or a pharmaceutically acceptable salt thereof or both, and pharmaceutical compositions containing the same are provided: The dioxocyclohexane carboxylic acid phenyl amide derivatives are useful for treating a variety of conditions associated with the abnormal modulation of one or more Kv1.1 voltage-gated potassium channels.

  二氧环己烷羧酸苯胺衍生物，其通式为(I)的化合物或其互变异构体或其药学上可接受的盐，以及含有这些化合物的药物组合物被提供：这些二氧环己烷羧酸苯胺衍生物可用于治疗与一个或多个Kv1.1电压门控钾通道异常调节相关的多种病症。
• Novel Indoline-Based Acyl-CoA:Cholesterol Acyltransferase Inhibitor with Antiperoxidative Activity: Improvement of Physicochemical Properties and Biological Activities by Introduction of Carboxylic Acid
  作者：Kenji Takahashi、Masayasu Kasai、Masaru Ohta、Yoshimichi Shoji、Kazuyoshi Kunishiro、Mamoru Kanda、Kazuyoshi Kurahashi、Hiroaki Shirahase

  DOI：10.1021/jm800248r

  日期：2008.8.1

  A series of novel indoline derivatives with an ionizable moiety were synthesized to find a bioavailable acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor with antiperoxidative activity. [7-(2,2-Dimethylpropanamido)-4,6-dimethyl-1-octylindolin-5-yl]acetic acid hemisulfate (2, pactimibe sulfate) with low lipophilicity and high water solubility showed good oral absorption and inhibitory activity against

  合成了一系列具有可离子化部分的新型吲哚啉衍生物，以发现具有抗过氧化活性的生物可利用的酰基辅酶A：胆固醇酰基转移酶（ACAT）抑制剂。[7-（2,2-二甲基丙酰胺基）-4,6-二甲基-1-辛基吲哚-5-基]乙酸半硫酸盐（2，硫酸倍他米酯）低亲脂性和高水溶性显示出良好的口服吸收和抑泡活性分化后暴露于乙酰基低密度脂蛋白的THP-1细胞中的细胞形成（IC50：0.3 microM）和高胆固醇血症兔的低密度脂蛋白的抗过氧化作用（IC50：1.0 microM）。2抑制了巨噬细胞，肝和肠道ACAT活性（IC50：分别为1.9、0.7和0.7 microM）。口服2 mg 10 mg / kg时，最大血浆浓度在大鼠中为0.9 microg / mL，在兔子中为3.0 microg / mL，在狗中为11.2 microg / mL。在高胆固醇血症兔，大鼠和犬中以3 mg / kg / day重复给予2降低的血浆LDL
• Oxygen-adsorbing and desorbing agent
  申请人：TAIHO PHARMACEUTICAL CO., LTD.

  公开号：EP0066884A2

  公开（公告）日：1982-12-15

  A liposome formed of at least one lipid, or a mixture of at least one lipid and cholesterol and having enclosed therein an iron[II]-5,10,15,20-tetra(α,α,α,α-o-substituted amidophenyl)porphyrin-imidazol complex.

  一种由至少一种脂质或至少一种脂质与胆固醇的混合物形成的脂质体，其中包有铁[II]-5,10,15,20-四(α,α,α,α-o-取代的氨基苯基)卟啉-咪唑络合物。