3-异丙基氨基-3-氧代丙酸乙酯 | 71510-97-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-异丙基氨基-3-氧代丙酸乙酯
• 英文名称: ethyl 3-isopropylamino-3-oxopropanoate
• 英文别名: Ethyl 3-oxo-3-(propan-2-ylamino)propanoate
• CAS: 71510-97-9
• 化学式: C₈H₁₅NO₃
• mdl: MFCD24392290
• 分子量: 173.212
• InChiKey: QFHMUJKCYCRLMC-UHFFFAOYSA-N

物化性质

• 沸点：
  98-99 °C(Press: 0.18 Torr)
• 密度：
  1.016±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 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：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-异丙基氨基-3-氧代丙酸乙酯 在 氨 、 溴 、 溶剂黄146 作用下， 生成 bromo-malonic acid amide-isopropylamide
  参考文献：
  名称：

  West, Journal of the Chemical Society, 1925, vol. 127, p. 753

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-丙酮二羧酸二乙酯 在 三乙胺 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 192.0h， 生成 3-异丙基氨基-3-氧代丙酸乙酯
  参考文献：
  名称：

  Transacylation of α-Aryl-β-keto Esters

  摘要：

  The acyl group of an alpha-aryl-beta-keto ester was readily transferred to N-, O-, and S-nucleophiles. The transacylation from arylated diethyl 3-oxoglutarate to amines led to unsymmetrical malonic acid amide esters in high yields. The present reaction proceeded under mild conditions without formation of detectable byproducts. Only simple experimental manipulations were required. This reaction was also found to be sensitive to steric factors, which enabled the chemoselective monoacylation of diamines and amino alcohols without any modifications such as protection.

  DOI：

  10.1021/jo0344642

文献信息

• Tunable Copper-Catalyzed Reaction of C₆₀ with 2-Ethoxycarbonylacetamides and Subsequent BF₃·Et₂O-Mediated Isomerization of the Generated Dihydrofuran-Fused Fullerenes to Fulleropyrrolidinones
  作者：Qiaoqiao Teng、Yi-Chen Tan、Chun-Bao Miao、Xiao-Qiang Sun、Hai-Tao Yang

  DOI：10.1021/acs.joc.8b02547

  日期：2018.12.21

  copper-catalyzed reaction of C60 with 2-ethoxycarbonylacetamides using air as the oxidant has been explored, which selectively affords methanofullerenes (2) and dihydrofuran-fused fullerenes (3) under the CuI/DMAP and CuCl/NMI catalytic systems, respectively. Furthermore, the generated dihydrofuran-fused fullerenes could be transformed to fulleropyrrolidinones (4 and 5) upon treatment with BF3·Et2O.

  已经研究了使用空气作为氧化剂的C 60与2-乙氧基羰基乙酰胺的可调谐铜催化反应，该反应分别在CuI / DMAP和CuCl / NMI催化体系下分别提供了甲基富勒烯（2）和二氢呋喃稠合的富勒烯（3）。 。此外，在用BF 3 ·Et 2 O处理后，生成的二氢呋喃稠合的富勒烯可以转化为全吡咯烷酮（4和5）。
• Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines
  作者：Sylva Číhalová、Guillem Valero、Jiří Schimer、Marek Humpl、Martin Dračínský、Albert Moyano、Ramon Rios、Jan Vesely

  DOI：10.1016/j.tet.2011.08.079

  日期：2011.11

  The synthesis of piperidines and piperidines derivatives in enantiopure fashion has been a challenging goal for organic chemists. In this report we developed a nice cascade reaction for piperidine derivatives based in an amidomalonate Michael addition to enals followed by an intramolecular hemiaminal formation with good yields and enantioselectivities. Moreover we studied the ‘in situ’ intramolecular

  对映体纯的方式合成哌啶和哌啶衍生物一直是有机化学家的一个挑战性目标。在本报告中，我们开发了一种很好的级联反应，该反应是将氨甲酰胺酸迈克尔基化合物与烯丙基苯胺类化合物加成哌啶类化合物，然后在分子内形成具有良好收率和对映选择性的半胱氨酸。此外，我们研究了这种半胱氨酸与形成稠合哌啶-恶唑烷的醇的“原位”分子内环化。
• Novel [1,2,4]Triazolo[4,3-a]Quinoxaline Derivative, Method For Preparing Same, And Pharmaceutical Composition For Preventing Or Treating BET Protein-Related Diseases, Containing Same As Active Ingredient
  申请人：Dong Wha Pharm. Co., Ltd.

  公开号：US20200039984A1

  公开（公告）日：2020-02-06

  Provided are a novel [1,2,4]triazolo[4,3-a]quinoxaline derivative, a method for preparing the same, and a pharmaceutical composition for preventing or treating bromodomain extra-terminal (BET) protein-related diseases including cancer and autoimmune diseases, containing the same as an active ingredient.

  提供了一种新型[1,2,4]三唑并[4,3-a]喹喔啉衍生物，一种制备该衍生物的方法，以及一种用于预防或治疗与溴结构域额外末端（BET）蛋白相关的疾病，包括癌症和自身免疫疾病的药物组合物，其中该衍生物作为活性成分。
• Nucleophilic Substitution Accompanying Carbon–Carbon Bond Cleavage Assisted by a Nitro Group
  作者：Yumi Nakaike、Noriko Taba、Shinobu Itoh、Yoshito Tobe、Nagatoshi Nishiwaki、Masahiro Ariga

  DOI：10.1246/bcsj.80.2413

  日期：2007.12.15

  A 2-nitrated 3-oxoester reacted with amines or alcohols to afford unsymmetrical malonic acid derivatives as a result of nucleophilic substitution accompanying C–C bond cleavage. The 2-nitrated 3-oxoester easily formed ammonium salts with amines. When the amine is liberated from the salt under equilibrium, nucleophilic amine and electrophilic keto ester locate close to each other. This intimate pair effect causes a pseudo intramolecular reaction to occur, giving rise to effective substitution under mild conditions.

  一种 2-硝化 3-氧代酯与胺或醇发生反应，生成不对称丙二酸衍生物，这是伴随着 C-C 键裂解的亲核取代反应的结果。2-硝化 3-氧代酯很容易与胺形成铵盐。当胺在平衡状态下从盐中释放出来时，亲核胺和亲电酮酯相互靠近。这种亲密的配对效应会导致发生伪分子内反应，从而在温和的条件下产生有效的取代反应。
• Copper-Catalyzed Direct Carbonylation of Carbenes toward the Synthesis of Propanedioic Acid Derivatives
  作者：Hefei Yang、Zhi-Peng Bao、Le-Cheng Wang、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.3c00506

  日期：2023.3.24

  Carbenes are highly active reaction intermediates, which can be used as reaction precursors to modify organisms, drugs, and material molecules. In this work, we realized a new cheap metal-catalyzed carbonylation of carbene to give propanedioic acid derivatives. With copper salt as the catalyst, synthetically important malonates and related compounds were produced in good yields under mild reaction

  卡宾是高活性的反应中间体，可作为反应前体对生物体、药物和材料分子进行修饰。在这项工作中，我们实现了一种新的廉价金属催化的卡宾羰基化反应，得到丙二酸衍生物。以铜盐为催化剂，在温和的反应条件下以良好的产率生产了具有重要合成意义的丙二酸酯和相关化合物。