2-(1-甲基-2-亚吡咯烷基)乙酸甲酯 | 78167-68-7

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 2-(1-甲基-2-亚吡咯烷基)乙酸甲酯
• 中文别名: 2-(1-甲基-2-吡咯烷基)乙酸甲酯
• 英文名称: Acetic acid, (1-methyl-2-pyrrolidinylidene)-, methyl ester
• 英文别名: methyl (2E)-2-(1-methylpyrrolidin-2-ylidene)acetate
• CAS: 78167-68-7
• 化学式: C₈H₁₃NO₂
• 分子量: 155.197
• InChiKey: GROLDPDJZCHIQN-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-甲基-2-亚吡咯烷基)乙酸甲酯 、 (E)-dimethyl 4-diazopent-2-enedioate 在 dirhodium tetraacetate 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到methyl{3-[2,4,5-tri(methoxycarbonyl)cyclopentadienide]propyl}ammonium
  参考文献：
  名称：

  (ω-Ammonioalkyl)cyclopentadienides by Rhodium-Catalyzed Vinylcarbene Transfer to Semicyclic Enaminocarbonyl Compounds

  摘要：

  The rhodium(ll) catalyzed reaction of vinyldiazoacetate 2 with semicyclic beta-enaminocarbonyl compounds 1 provides (omega-(methylammonio)-alkyl)cyclopentadienides 3. This transformation represents a novel reaction cascade which combines carbenoid addition at a C=C bond with ring chain transformation. In some cases, products resulting from vinylcarbene insertion into the enaminic C-H bond of 1 are also isolated, These dienamines undergo subsequent isomerization to furnish betaines 3.

  DOI：

  10.1021/ol990546u
• 作为产物：
  描述：

  (2,2-dimethyl-5-(1-methylpyrrolidin-2-ylidene)-1,3-dioxane-4,6-dione) 以 氘代氯仿 为溶剂， 生成 2-(1-甲基-2-亚吡咯烷基)乙酸甲酯
  参考文献：
  名称：

  稳定的亚甲基乙烯酮和Meldrum酸的逐步裂解

  摘要：

  迈德鲁姆酸衍生物（3）的轻度闪蒸真空热解给出了亚甲基丙二酸酐（4）的第一个例子，该亚甲基丙二酸酐在溶液中脱羧得到了第一个可分离的亚甲基乙烯酮（5）。这些结构由13 C nmr光谱和化学反应支持。

  DOI：

  10.1039/c39860000369

文献信息

• Synthesis of hexahydroindol-6-ones by reaction of 2-methylthiopyrrolinium salts with Nazarov reagents
  作者：Joseph P. Michael、Mzwandile I. Zwane

  DOI：10.1016/s0040-4039(00)61277-7

  日期：1992.8

  The title compounds 6 – 8 were prepared by variations of a route commencing with base-promoted condensation of N-substituted 2-methylthio-Δ1-pyrrolinium iodides 2 with Nazarov and related reagents, followed by further manipulation of substituted enamines 11 – 14.

  该标题化合物6 - 8通过用N-取代的2-甲硫基Δ的碱促进的缩合开始的路线的变化制备1个-pyrrolinium碘化物2与纳扎罗夫和相关试剂，随后取代的烯胺的进一步操作11 - 14。
• Efficient synthesis of acetylated bicyclic [n.3.0] hydroxypyrroles from cyclic lactams via flash vacuum pyrolysis of Meldrum's acid derivatives
  作者：Jean Claude Pommelet、Hamid Dhimane、Josselin Chuche、Jean Pierre Celerier、Mansour Haddad、Gerard Lhommet

  DOI：10.1021/jo00259a013

  日期：1988.11
• POMMELET, JEAN-CLAUDE;DHIMANE, HAMID;CHUCHE, JOSSELIN;CELERIER, JEAN-PIER+, J. ORG. CHEM., 53,(1988) N4, C. 5680-5685
  作者：POMMELET, JEAN-CLAUDE、DHIMANE, HAMID、CHUCHE, JOSSELIN、CELERIER, JEAN-PIER+

  DOI：——

  日期：——
• GUGELCHUK, M. M.;HART, D. J.;TSAI, YEUN-MIN, J. ORG. CHEM., 1981, 46, N 18, 3671-3675
  作者：GUGELCHUK, M. M.、HART, D. J.、TSAI, YEUN-MIN

  DOI：——

  日期：——
• (ω-Ammonioalkyl)cyclopentadienides by Rhodium-Catalyzed Vinylcarbene Transfer to Semicyclic Enaminocarbonyl Compounds
  作者：Gerhard Maas、Andreas Müller

  DOI：10.1021/ol990546u

  日期：1999.7.1

  The rhodium(ll) catalyzed reaction of vinyldiazoacetate 2 with semicyclic beta-enaminocarbonyl compounds 1 provides (omega-(methylammonio)-alkyl)cyclopentadienides 3. This transformation represents a novel reaction cascade which combines carbenoid addition at a C=C bond with ring chain transformation. In some cases, products resulting from vinylcarbene insertion into the enaminic C-H bond of 1 are also isolated, These dienamines undergo subsequent isomerization to furnish betaines 3.