3-吡咯里嗪-2-丁烯酸甲酯 | 15424-17-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-吡咯里嗪-2-丁烯酸甲酯
• 英文名称: 3-Pyrrolidino-2-butensaeure-methylester
• 英文别名: methyl 3-(pyrrolidin-1-yl)but-2-enoate；3-Pyrrolidinocrotonsaeure-methylester；3-pyrrolidin-1-yl-but-2-enoic acid methyl ester；methyl 3-tetrahydropyrrolyl-2-butenoate；Methyl 3-pyrrolidin-1-ylbut-2-enoate
• CAS: 15424-17-6
• 化学式: C₉H₁₅NO₂
• 分子量: 169.224
• InChiKey: UTIVUPFHBDCEGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  3-吡咯里嗪-2-丁烯酸甲酯 在 三氟乙酸 作用下， 以52%的产率得到2-Hydroxy-4-methyl-6-pyrrolidinobenzoesaeure-methylester
  参考文献：
  名称：

  Boehme, Horst; Graetz, Jochen Graetzel von; Martin, Fred, Liebigs Annalen der Chemie, 1980, # 3, p. 394 - 402

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二溴丁酸甲酯 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 3-吡咯里嗪-2-丁烯酸甲酯
  参考文献：
  名称：

  Kashima, Choji; Tajima, Tadakuni; Omote, Yoshimori, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 171 - 176

  摘要：

  DOI：

文献信息

• Reduction of carbonyl compounds using the carbonyl reductase of kluyveromyces marxianus
  申请人：Korea Institute of Science and Technology

  公开号：US20030139464A1

  公开（公告）日：2003-07-24

  A compound represented by a genera formula (Ia) or (Ib) and a stereo-selective preparation method thereof using a carbonyl reductase which is separated from Kluyveromyces marxianus . The compound can be prepared by reduction of substituted &bgr;-keto ester and can be used as an intermediate in preparing &bgr;-lactam group antibiotics. 1

  由一般化学式(Ia)或(Ib)代表的化合物及其立体选择性制备方法，使用从马氏克鲁维酵母中分离的羰基还原酶。该化合物可通过还原取代的β-酮酯制备，并可用作制备β-内酰胺类抗生素中间体。
• Trifluoromethylation of enamines under acidic conditions
  作者：Roman T. Gritsenko、Vitalij V. Levin、Alexander D. Dilman、Pavel A. Belyakov、Marina I. Struchkova、Vladimir A. Tartakovsky

  DOI：10.1016/j.tetlet.2009.03.187

  日期：2009.6

  A method for the trifluoromethylation of enamines using Me3SiCF3 leading to α-CF3-substituted amines is described. The reaction is promoted by hydrofluoric acid generated from KHF2 and either trifluoroacetic or triflic acid, and involves protonation of the enamine followed by transfer of the CF3-carbanion from the silicon reagent to the cationic electrophile.

  一种用于使用我烯胺的三氟甲基化方法3 SICF 3导致α-CF 3描述取代胺。由KHF 2和三氟乙酸或三氟甲磺酸生成的氢氟酸促进该反应，并涉及烯胺的质子化，然后将CF 3-碳负离子从硅试剂转移到阳离子亲电子试剂上。
• Reactions of Sulfur- and Phosphorus-Substituted Fluoroalkylating Silicon Reagents with Imines and Enamines under Acidic Conditions
  作者：Mikhail D. Kosobokov、Alexander D. Dilman、Marina I. Struchkova、Pavel A. Belyakov、Jinbo Hu

  DOI：10.1021/jo202669w

  日期：2012.2.17

  Nucleophilic fluoroalkylation reactions of imines and enamines with alpha-phenylthio, alpha-phenylsulfonyl, and alpha-diethylphosphoryl substituted fluorinated silanes have been investigated. The reactions are promoted by hydrofluoric acid generated in situ from potassium hydrodifluoride and trifluoroacetic acid. Sulfur reagents worked well with both imines and enamines, whereas phosphorus reagent efficiently coupled only with enamines.
• Yoshimoto,M. et al., Chemical and pharmaceutical bulletin, 1970, vol. 18, p. 2469 - 2477
  作者：Yoshimoto,M. et al.

  DOI：——

  日期：——
• 1,3-Dipolar Cycloadditions of Azidoalkylphosphonates to Enamines. Systhesis of D2-1,2,3-triazolines and Triazoles
  作者：Francisco Palacios、Ana Ma Ochoa de Retana、Jaione Pagalday

  DOI：10.3987/com-94-s83

  日期：——

  5-Amino-Delta 2-1,2,3-triazolines (3) and 1,2,3-triazoles (4) and (8) derived from aminoalkylphosphonates have been obtained in a regioselective fashion, by treating diethyl azidoalkylphosphonates (1) with enamines (2) and (6). Reaction of azidomethylphosphonate (1) with an excess of norbornadiene yields triazoline (10). This monoadduct undergoes nitrogen evolution and retro Diels-Alder reaction to give aziridine (11) and triazole (12), respectively.