ethyl-2-formyl-2-methylbutanoate | 188026-75-7

• 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-2-formyl-2-methylbutanoate
• 英文别名: Butanoic acid, 2-formyl-2-methyl-, ethyl ester；ethyl 2-formyl-2-methylbutanoate
• CAS: 188026-75-7
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: XSZYMRYDYCFZPH-UHFFFAOYSA-N

物化性质

• 沸点：
  196.4±23.0 °C(Predicted)
• 密度：
  0.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 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：

  ethyl-2-formyl-2-methylbutanoate 在 氯化亚砜 、 二乙胺基三氟化硫 、 水 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 2-(difluoromethyl)-2-methylbutanoyl chloride
  参考文献：
  名称：

  [EN] KINASE INHIBITORS AND USES THEREOF
  [FR] INHIBITEURS DE KINASE ET LEURS UTILISATIONS

  摘要：

  本公开涉及化合物和组合物，中间体，它们的制备过程，以及它们作为激酶抑制剂的用途。

  公开号：

  WO2018213632A1
• 作为产物：
  描述：

  2-甲基丁酸乙酯 、 甲酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 ethyl-2-formyl-2-methylbutanoate
  参考文献：
  名称：

  Pinacol Cross Coupling Reactions of Ethyl 2-Alkyl-2-Formylpropionates. Stereoselective Synthesis of 2,2,4-Trialkyl-3-Hydroxy-γ-Butyrolactones

  摘要：

  乙基2-烷基-2-甲酰基丙酸酯（2）（即EtOC(O)CR1MeCHO）与非螯合醛的分子间皮那克尔耦合反应可获得高产率的threo二醇。该反应由钒(II)离子促进，这些离子可通过VCl3(THF)3和锌粉在原位方便生成。当以手性2或手性非螯合醛作为起始物时，观察到高的二叠体选择性。

  DOI：

  10.1055/s-1997-709

文献信息

• Enantioselective Synthesis of α-Alkyl-β-ketoesters: Asymmetric Roskamp Reaction Catalyzed by an Oxazaborolidinium Ion
  作者：Lizhu Gao、Byung Chul Kang、Geum-Sook Hwang、Do Hyun Ryu

  DOI：10.1002/anie.201204350

  日期：2012.8.13

  Breaking kamp: A catalytic route toward chiral α‐alkyl‐β‐ketoesters using the title reaction of α‐alkyl diazoester with aldehydes has been developed (see scheme). The reaction proceeds with high to excellent enantioselectivities and this methodology was applied to a concise two‐step synthesis of the natural pheromone sitophilate.

  破坎普：朝向用α -烷基diazoester与醛标题反应已经开发手性α-烷基-β酮酯的催化路线（参见方案）。该反应具有高至优异的对映选择性，这方法适用于天然信息素sitophilate一个简明的两步合成。
• Process for Preparation of Highly Pure Trandolapril
  申请人：Singh Girij Pal

  公开号：US20080171885A1

  公开（公告）日：2008-07-17

  The present invention provides an improved process for preparation of highly pure trandolapril. The process comprises of the following steps: (i) crystallization of mixture of racemic benzyl trans-(2S, 3aR, 7aS)-octahydro-1H-indole carboxylate p-toluene sulphonic acid salt (IIa.p-TsOH) and benzyl trans-(2R, 3aS, 7aR)-octahydro-1H-indole carboxylate p-toluene sulphonic acid salt (IIb.p-TsOH) through appropriate selection of solvents to enrich the purity to >99% from a mixture containing the other diastereomers (IIc-h.p-TsOH) up to 6%, (ii) optical resolution of racemic mixture of benzyl trans-(2S, 3aR, 7aS)-octahydro-1H-indole carboxylate (Na) and benzyl trans-(2R, 3aS, 7aR)-octahydro-1H-indole carboxylate (lib) with (−)-dibenzoyl-L-tartaric acid monohydrate in an appropriately selected solvents and temperature, (iii) reaction of benzyl ester Ma with N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-(S)-alanine N-carboxy anhydride (III a, NEPA-NCA hereafter) to get trandolapril benzyl ester (IVa), and finally (iv) crystallization of crude trandolapril from appropriate solvents.

  本发明提供了一种改进的高纯度曲唑普利制备工艺。该工艺包括以下步骤：（i）通过适当选择溶剂结晶混合物的外消旋苯甲酸p-甲基苯磺酸盐（IIa.p-TsOH）和苯甲酸p-甲基苯磺酸盐（IIb.p-TsOH）以使纯度从含其他对映异构体（IIc-h.p-TsOH）高达6％的混合物中富集到> 99％，（ii）在适当选择的溶剂和温度下，用（-）-双苯酰-L-酒石酸单水合物对苯甲酸转-（2S，3aR，7aS）-八氢-1H-吲哚羧酸酯（Na）和苯甲酸转-（2R，3aS，7aR）-八氢-1H-吲哚羧酸酯（lib）进行光学分辨，（iii）将苯甲酸酯Ma与N- [1-（S）-乙氧羰基-3-苯基丙基] -（S）-丙氨酸N-羧酸酐（III a，以下简称NEPA-NCA）反应以得到曲唑普利苯甲酸酯（IVa），最后（iv）通过适当的溶剂结晶粗曲唑普利。
• Process for preparing vinyl phenol polymers and stabilized compositions of vinyl phenol-containing polymerization raw material
  申请人：MARUZEN PETROCHEMICAL CO., LTD.

  公开号：EP0864590A2

  公开（公告）日：1998-09-16

  Vinyl phenol polymers are useful materials having many applications. Vinyl phenol polymers possessing an appropriate molecular weight corresponding to each of the applications are desired. However, it is very difficult to control the molecular weight of vinyl phenol polymers, because vinyl phenol monomer exhibits a very high reaction rate in the presence of a radical initiator, and it is very difficult to obtain vinyl phenol polymers having molecular weight of from several thousands to one hundred and several tens of thousands. Further, vinyl phenol monomer is very difficult to store, because it is rapidly polymerize even at room temperature. A simple process for preparing vinyl phenol polymers having the molecular weight range mentioned above by simply adding methanol to the polymerization system is disclosed. A stabilized composition of vinyl phenol suitable for use to prepare vinyl phenol polymers, comprising vinyl phenol-containing polymerization raw material and methanol as the indispensable constituents is also disclosed.

  乙烯基苯酚聚合物是具有多种用途的有用材料。我们需要乙烯基苯酚聚合物具有与每种用途相应的适当分子量。然而，要控制乙烯基苯酚聚合物的分子量非常困难，因为乙烯基苯酚单体在自由基引发剂的存在下会表现出非常高的反应速率，而且很难获得分子量在几千到十几万之间的乙烯基苯酚聚合物。此外，乙烯基苯酚单体很难储存，因为它即使在室温下也会迅速聚合。本发明公开了一种制备具有上述分子量范围的乙烯基苯酚聚合物的简单工艺，只需在聚合体系中加入甲醇即可。此外，还公开了一种适用于制备乙烯基苯酚聚合物的乙烯基苯酚稳定组合物，该组合物由含乙烯基苯酚的聚合原料和甲醇作为不可或缺的成分组成。
• Kinase inhibitors and uses thereof
  申请人：Denali Therapeutics Inc.

  公开号：US11203600B2

  公开（公告）日：2021-12-21

  The present disclosure relates generally to compounds and compositions, intermediates, processes for their preparation, and their use as kinase inhibitors.

  本公开内容一般涉及化合物和组合物、中间体、其制备工艺及其作为激酶抑制剂的用途。
• IMPROVED PROCESS FOR PREPARATION OF HIGHLY PURE TRANDOLAPRIL
  申请人：Lupin Ltd.

  公开号：EP1866327A1

  公开（公告）日：2007-12-19