ethyl pyrrolidinylidene acetate | 25219-53-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: ethyl pyrrolidinylidene acetate
• 英文别名: ethyl 2-pyrrolidylideneacetate；pyrrolidin-2-ylideneacetic acid ethyl ester；2-Pyrrolidyliden-essigsaeure-ethylester；(2-Pyrroliden)essigsaeureethylester；ethyl 2-pyrrolidin-2-ylidene acetate；ethyl pyrrolidin-2-ylideneacetate；Ethyl (pyrrolidin-2-ylidene)acetate；ethyl 2-pyrrolidin-2-ylideneacetate
• CAS: 25219-53-8
• 化学式: C₈H₁₃NO₂
• 分子量: 155.197
• InChiKey: LHJWLENSDKDMPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl pyrrolidinylidene acetate 在 sodium hydroxide 作用下， 以 various solvent(s) 为溶剂， 反应 1.17h， 生成 5-benzyl-1-hydroxy-2-phenyl-9,10-dihydro-8H-pyranno<2,3-g>indolizin-3,6-dione
  参考文献：
  名称：

  Anti-mycobacterial 7-hydroxy-2,3-dihydro-1H-indolizin-5-ones

  摘要：

  DOI：

  10.1016/0223-5234(87)90290-x
• 作为产物：
  描述：

  (E)-ethyl 3-oxo-2-(pyrrolidin-2-ylidene)butanoate 在 甲烷磺酸 作用下， 以 乙醇 、 苯 为溶剂， 生成 ethyl pyrrolidinylidene acetate
  参考文献：
  名称：

  Anti-mycobacterial 7-hydroxy-2,3-dihydro-1H-indolizin-5-ones

  摘要：

  DOI：

  10.1016/0223-5234(87)90290-x

文献信息

• Reaction of heterocyclic enamines with nitrile oxide and nitrilimine precursors
  作者：Cevher Altuğ、Yasar Dürüst、Mark C. Elliott、Benson M. Kariuki、Tillique Rorstad、Mark Zaal

  DOI：10.1039/c0ob00286k

  日期：——

  Alkylidenepyrrolidines 1, 21, 24 and 26 undergo reactions with nitrile oxides and nitrilimines or their precursors to give a range of novel heterocyclic compounds. With alkylidenepyrrolidine ester 1, nitrolic acids give products in which the liberated nitrous acid reacts with the alkylidenepyrrolidine, followed by two cycloadditions to give adducts 3. In contrast, hydroximoyl chlorides give isoxazoles

  Alkylidenepyrrolidines 1，21，24和26经历与氧化腈和nitrilimines或它们的前体的反应，得到了一系列新的杂环化合物。与亚烷基亚吡咯烷酯1一起，硝酸可得到游离的产物。亚硝酸与亚烷基吡咯烷反应，然后进行两次环加成反应，得到加合物3。相反，大概是通过环加成/消除，羟肟基氯得到异恶唑10。用肼基氯，发生亚烷基吡咯烷的简单酰化，得到化合物17。对于磺酰基亚烷基吡咯烷酮24和26，在亚胺互变异构体上的环加成是优选的途径，在后一种情况下发生立体选择性反应。
• Mannich condensations of activated cyclic enamines
  作者：Anna Alekszi-Kaszás、Péter Nemes、Gábor Tóth、Judit Halász、Pál Scheiber

  DOI：10.1080/00397911.2018.1484488

  日期：2018.8.18

  compounds starting from activated enamines, i.e., 2-nitromethylene-pyrrolidine and pyrrolidin-2-ylidene-acetic acid ethyl ester, with various amines and formaldehyde or ethyl glyoxylate are described. In order to furnish new Mannich type molecules and to improve the yields sequential reaction routes and 1,2,3-benzotriazole-substituted adducts as reactants were also tested. Additionally, the steric structure

  摘要 描述了以活化的烯胺，即 2-硝基亚甲基-吡咯烷和吡咯烷-2-亚基-乙酸乙酯为原料，与各种胺和甲醛或乙醛酸乙酯合成曼尼希化合物。为了提供新的曼尼希型分子并提高产率，连续反应路线和 1,2,3-苯并三唑取代的加合物作为反应物也进行了测试。此外，通过现代核磁共振方法详细阐明了以高产率意外形成的三环螺环化合物的空间结构。图形概要
• Studies on Immunostimulating Derivatives: Synthesis of Some Pyrrolo(1, 2-c)pyrimidines.
  作者：El Houssain BAHAJI、Pierre TRONCHE、Joele COUQUELET、Said HARRAGA、Jacqueline PANOUSE-PERRIN、Catherine RUBAT

  DOI：10.1248/cpb.39.2126

  日期：——

  In a search for potential immunomodulating agents novel pyrrolo[1,2-c]pyrimidines were synthesized and their structures elucidated by spectroscopic means. Unfortunately, most of them were cytotoxic and devoid of effects on T lymphocyte lymphoblastic transformation. Furthermore, they were inactive in the locomotor activity test in mice.

  为了寻找潜在的免疫调节剂，合成了新型吡咯并[1,2-c]嘧啶，并通过光谱学方法阐明了它们的结构。不幸的是，它们大多数具有细胞毒性，并且对T淋巴细胞的淋巴细胞转化没有影响。此外，它们在小鼠的运动活性测试中没有活性。
• Tandem nitrosation/cycloaddition of heterocyclic enamines using nitrolic acids
  作者：Cevher Altuğ、Yasar Dürüst、Mark C. Elliott、Benson M. Kariuki

  DOI：10.1016/j.tetlet.2009.06.065

  日期：2009.8

  The reaction of alkylidenepyrrolidines with nitrolic acids gives rise to the formation of novel 3,7a-disubstituted (1,2,4-oxadiazol-5-yl)-5,6,7,7a-tetrahydropyrrolo[1,2-d][1,2,4]oxadiazoles. A plausible mechanism for this reaction is proposed, which features nitrosation of the enamine by the nitrous acid that is liberated from the nitrolic acid.

  亚烷基吡咯烷与硝酸反应生成新的3,7a-二取代的（1,2,4-恶二唑-5-基）-5,6,7,7a-四氢吡咯并[1,2- d ] [ 1,2,4]恶二唑。提出了该反应的合理机理，其特征在于烯胺被从硝酸中释放的亚硝酸亚硝化。
• 1,2-Pentamethylene-1,4-dihydropyridine derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US03951988A1

  公开（公告）日：1976-04-20

  1,4-Dihydropyridines bearing carbonyl functions in the 3- and 5-positions, being optionally substituted by lower alkyl in the 6-position, being substituted in the 4-position by lower alkyl, phenyl, substituted phenyl or a heterocyclic group, and being fused through the 1- and 2-positions to a five, six or seven membered cycloalkyl ring, one methylene group of which can be replaced by sulfur, oxygen imino or alkylimino, are antihypertensive agents and coronary vessel dilators. The compounds, of which 6-methyl-4-(3-nitrophenyl)-1,2-pentamethylene-1,4-dihydropyridine-3,5-dica rboxylic acid 3,5-diethyl ester is a representative embodiment, are prepared through condensation of an ylideneacetoacetic acid ester and a cyclic enamino carbonyl derivative.

  3-和5-位带有羰基功能的1,4-二氢吡啶，可在6位被低烷基取代，在4位被低烷基、苯基、取代苯基或杂环基取代，并通过1-和2-位与五、六或七元环烷基环融合，其中一个亚甲基可以被硫、氧、亚胺或烷基亚胺取代，是降压剂和冠状血管扩张剂。这些化合物，其中6-甲基-4-(3-硝基苯基)-1,2-戊亚甲基-1,4-二氢吡啶-3,5-二羧酸3,5-二乙酯是一个典型实施例，是通过酰乙酸酯和环烯酮羰基衍生物的缩合反应制备的。