diethyl cis-1-methylpyrrolidine-2,5-dicarboxylate | 52321-02-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl cis-1-methylpyrrolidine-2,5-dicarboxylate
• 英文别名: 1-methyl-pyrrolidine-2r,5c-dicarboxylic acid diethyl ester；1-Methyl-pyrrolidin-2r,5c-dicarbonsaeure-diaethylester；N-Methyl-pyrrolidin-cis-2,5-dicarbonsaeurediethylester；cis-N-Methyl-pyrrolidin-2,5-dicarbonsaeurediethylester；diethyl (2S,5R)-1-methylpyrrolidine-2,5-dicarboxylate
• CAS: 52321-02-5
• 化学式: C₁₁H₁₉NO₄
• 分子量: 229.276
• InChiKey: CXYVVNXQWYWPIL-DTORHVGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl cis-1-methylpyrrolidine-2,5-dicarboxylate 在 palladium 10% on activated carbon lithium aluminium tetrahydride 、 氢气 作用下， 以 1,4-二氧六环 、 甲醇 、 xylene 为溶剂， 反应 42.0h， 生成 8-甲基-3,8-二氮杂双环[3.2.1]辛烷
  参考文献：
  名称：

  [EN] NOVEL 3,8-DIAZA-BICYCLO[3.2.1]OCTANE- AND 3,9-DIAZA-BICYCLO[3.3.1]-NONANE-3-CARBOXYLIC ACID ESTER DERIVATIVES AND THEIR USE AS MONOAMINE NEUROTRANSMITTER RE-UPTAKE INHIBITORS
  [FR] NOUVEAUX DÉRIVÉS D'ESTER 3,8-DIAZA-BICYCLO[3.2.1]OCTANE- AND 3,9-DIAZA-BICYCLO[3.3.1]-NONANE-3-ACIDE CARBOXYLIQUE ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE LA RECAPTURE DU NEUROTRANSMETTEUR MONOAMINES

  摘要：

  这项发明涉及作为单胺神经递质再摄取抑制剂有用的新型3,8-二氮杂双环[3.2.1]辛烷和3,9-二氮杂双环[3.3.1]壬烷-3-羧酸酯衍生物。在其他方面，该发明涉及将这些化合物用于治疗方法以及包括该发明化合物的药物组合物。公式（I）。

  公开号：

  WO2009109517A1
• 作为产物：
  描述：

  diethyl meso-2,5-dibromoadipate 、 二甲胺 在 乙醇 作用下， 生成 diethyl cis-1-methylpyrrolidine-2,5-dicarboxylate
  参考文献：
  名称：

  Fuson; Connor, Journal of the American Chemical Society, 1930, vol. 52, p. 2986

  摘要：

  DOI：

文献信息

• MODIFIER FOR AROMATIC POLYESTER AND AROMATIC POLYESTER RESIN COMPOSITION COMPRISING THE SAME
  申请人：TABATA Masayoshi

  公开号：US20110224343A1

  公开（公告）日：2011-09-15

  The present invention provides a modifier for aromatic polyesters which enhances the melt fluidity of aromatic polyesters without a significant decrease in the heat resistance of the aromatic polyesters, and an aromatic polyester resin composition including the modifier for aromatic polyesters. The present invention relates to a modifier for aromatic polyesters comprising polyhydric phenol residues and residues of aromatic polycarboxylic acid, acid halide or acid anhydride thereof, and the modifier comprises a material having a structure composed of a first residue selected from the group consisting of divalent residues represented by Formula (I): —Ar—W 1 x —Ar— and by Formula (II): —Ar—, the first residues being bonded to two identical or different second residues selected from the group consisting of monovalent residues represented by Formula (III): and monovalent residues represented by Formula (IV): —O—C(O)—R 7 —.

  本发明提供了一种用于芳香族聚酯的改性剂，可以增强芳香族聚酯的熔融流动性，而不明显降低芳香族聚酯的耐热性，以及包括该改性剂的芳香族聚酯树脂组合物。本发明涉及一种用于芳香族聚酯的改性剂，包括多羟基酚残基和芳香族多羧酸、酸卤或其酸酐残基，该改性剂包括具有以下结构的材料：第一残基，选择自由式(I)所代表的二价残基：—Ar—W1x—Ar—和自由式(II)所代表的：—Ar—，第一残基与选择自由式(III)所代表的单价残基：和自由式(IV)所代表的单价残基：—O—C(O)—R7—的两个相同或不同的第二残基结合。
• IMPROVED SYNTHESIS OF 8-METHYL-3, 8-DIAZABICYCLO [3.2.1] OCTANE
  作者：Osvaldas Paliulis、Dan Peters、Linas Miknius、Algirdas Šačkus

  DOI：10.1080/00304940709458585

  日期：2007.2

  Although monosubstituted 3,8-diazabicyclo[3.2. Iloctanes are important starting materials for the preparation of compounds possessing analgesic a~t ivi ty , ' .~ methods for their synthesis remain poorly investigated. 8-Methyl-3,8-diazabicyclo[3.2.1 ]octane (7) has previously been prepared in even-^.^ or eight-step' procedures from diethyl meso-2,5-dibromoadipoate (1) in about 13% and 12% overall yield

  虽然单取代的 3,8-二氮杂双环[3.2. 伊辛烷是制备具有镇痛活性的化合物的重要起始原料，但对其合成方法的研究仍然很少。8-甲基-3,8-二氮杂双环[3.2.1]辛烷(7)先前已在均匀-^.^或八步'程序中由内消旋-2,5-二溴己二酸二乙酯(1)以约13%制备和 12% 的总收率。我们现在描述了通过四步程序以 19% 的总产率从相同的起始材料制备 7。我们的程序从制备顺式 1 - 甲基吡咯烷二羧酸二乙酯 (2) 开始，之前通过在苯中加热内消旋 2,5-二溴己二酸二乙酯与甲胺，然后分馏，以 35% 的收率获得。* 我们发现，如果反应在 THF 中而不是在苯中进行，则化合物 2 可以以类似的方式轻松合成，收率明显更高（91 5%）。合成路线的第二个也是最困难的步骤是环化，生成新型中间体 3-benzyl-8-methyl-3,8-diazabicyclo[3.2.l]octan-2,4-dione
• Diazabicyclooctanes and diazabicycloheptanes
  申请人：Stanford Research Institute

  公开号：US03947445A1

  公开（公告）日：1976-03-30

  Twelve analogs of diethylcarbamazine as prepared by acylation of 3- and 8-methyl-3,8-diazabicyclo[3.2.1]octane, 2-methyl-2,5-diazabicyclo[2.2.2]octane, and 2-methyl-2,5-diazabicyclo [2.2.1]heptane with diethylcarbamyl chloride, ethyl chloroformate, ethyl isocyanate, and cyclohexanecarbonyl chloride. These compounds are formally derived from diethylcarbamazine in possessing two- or one-carbon bridges over the piperazine ring. The compounds have utility as antifilarial agents and as bronchodilators.

  通过对3-和8-甲基-3,8-二氮杂双环[3.2.1]辛烷、2-甲基-2,5-二氮杂双环[2.2.2]辛烷和2-甲基-2,5-二氮杂双环[2.2.1]庚烷进行乙酰化反应，使用乙基氯甲酰胺、氯甲酸乙酯、异氰酸乙酯和环己烷甲酰氯等试剂制备出十二种类似于二乙基氨基甲酸酯的化合物。这些化合物在对哮喘的扩张作用和抗丝虫病治疗方面具有实用价值。这些化合物在皮噻类环上拥有两个或一个碳桥，因此是从二乙基氨基甲酸酯中推导出来的。
• 3-Substituted-8-methyl-3,8-diazabicyclo[3.2.1]octanes
  申请人：Stanford Research Institute

  公开号：US03951980A1

  公开（公告）日：1976-04-20

  Twelve analogs of diethylcarbamazine as prepared by acylation of 3- and 8-methyl-3,8-diazabicyclo[3.2.1]octane, 2-methyl-2,5-diazabicyclo[2.2.2]octane, and 2-methyl-2,5-diazabicyclo[2.2.1]heptane with diethylcarbamyl chloride, ethyl chloroformate, ethyl isocyanate, and cyclohexanecarbonyl chloride. These compounds are formally derived from diethylcarbamazine in possessing two- or one-carbon bridges over the piperazine ring. The compounds have utility as antifilarial agents and as bronchodilators.

  十二种类似二乙基氨基甲酸酯的化合物，是通过将3-和8-甲基-3,8-二氮杂双环[3.2.1]辛烷、2-甲基-2,5-二氮杂双环[2.2.2]辛烷和2-甲基-2,5-二氮杂双环[2.2.1]庚烷与二乙基氨基甲酰氯、乙酰氯、乙酰异氰酸酯和环己烷羰基氯作用制备而成。这些化合物在结构上类似于二乙基氨基甲酸酯，具有在哌嗪环上的两个或一个碳桥。这些化合物可用作抗丝虫药物和支气管扩张剂。
• Novel Diazabicyclic Aryl Derivatives as Cholinergy Ligands
  申请人：Peters Dan

  公开号：US20070265271A1

  公开（公告）日：2007-11-15

  This invention relates to novel diazabicyclic aryl derivatives, which are found to be cholinergic ligands at the nicotinic acetylcholine receptors and modulators of the monoamine receptors and transporters. Due to their pharmacological profile the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.

  本发明涉及新型的二氮杂双环芳基衍生物，发现它们是乙酰胆碱受体的胆碱能配体和单胺类受体和转运体的调节剂。由于它们的药理特性，本发明的化合物可能对治疗与中枢神经系统（CNS）的胆碱能系统、外周神经系统（PNS）、平滑肌收缩、内分泌疾病或紊乱、神经退行性疾病、炎症、疼痛以及由于滥用化学物质而导致的戒断症状等多种疾病或紊乱有用。