diethyl trans-N-benzyl-pyrrolidine-3,4-dicarboxylate | 92486-65-2

• 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: diethyl trans-N-benzyl-pyrrolidine-3,4-dicarboxylate
• 英文别名: diethyl trans-N-benzylpyrrolidine-3,4-dicarboxylate；trans-(3RS,4RS)-1-benzylpyrrolidine-3,4-dicarboxylic acid diethyl ester；(rac)-trans-N-benzyl-pyrrolidine-3,4-dicarboxylic acid diethyl ester；(rac)-trans-N-benzylpyrrolidine-3,4-dicarboxylic acid diethyl ester；diethyl (3S,4S)-1-benzylpyrrolidine-3,4-dicarboxylate
• CAS: 92486-65-2
• 化学式: C₁₇H₂₃NO₄
• 分子量: 305.374
• InChiKey: QXELSODIWMVNCI-HUUCEWRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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 trans-N-benzyl-pyrrolidine-3,4-dicarboxylate 生成 (-)-N-benzylpyrrolidine-3,4-dimethanol
  参考文献：
  名称：

  [EN] QUINOLONE ANTIBACTERIAL AGENTS
  [FR] AGENTS ANTIBACTERIENS A BASE DE QUINOLONE

  摘要：

  公开了式I的化合物及其制备方法。进一步公开了制备式I生物活性化合物的方法，以及包括式I化合物的药用可接受组合物。本文公开的式I化合物可用于各种应用，包括用作抗菌剂。

  公开号：

  WO2005026165A1
• 作为产物：
  描述：

  N-(甲氧甲基)-N-(三甲基硅甲基)苄胺 、 富马酸二乙酯 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 以85%的产率得到diethyl trans-N-benzyl-pyrrolidine-3,4-dicarboxylate
  参考文献：
  名称：

  [3+2] Dipolar cycloadditions of an unstabilised azomethine ylide under continuous flow conditions

  摘要：

  The [3+2] dipolar cycloaddition reactions of the unstabilised azomethine ylide precursor benzyl(methoxymethyl)(trimethylsilylmethyl)amine with 12 electron-deficient alkenes in the presence of catalytic trifluoroacetic acid are examined under continuous flow conditions (20-100 degrees C, 10-60 min residence time). The more reactive and hazardous alkenes such as ethyl acrylate, N-methylmaleimide and (E)-2-nitrostyrene afford substituted N-benzylpyrrolidine products in 77-83% yields, whereas less reactive dipolarophiles such as (E)-crotononitrile and ethyl methacrylate give lower yields (59-63%). Under optimised conditions, the reaction with ethyl acrylate is scaled up to afford ethyl N-benzylpyrrol-idine-3-carboxylate (30 g, 87%) in 1 h. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.071

文献信息

• [EN] NOVEL PYRROLIDINE-3,4-DICARBOXAMIDE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES DE PYRROLIDINE-3,4-DICARBOXAMIDE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2005092881A1

  公开（公告）日：2005-10-06

  The invention is concerned with novel pyrrolidine-3,4-dicarboxamide derivatives of Formula (I) ; wherein Rl to R9 and X are as defined in the description and in the claims, as well as physiologically acceptable salts thereof. These compounds inhibit the coagulation factor Xa and can be used as medicaments.

  这项发明涉及一种新型的 Formula (I) 中的吡咯烷-3,4-二羧酰胺衍生物；其中 R1 到 R9 和 X 如描述和索赔中定义的那样，以及其生理上可接受的盐。这些化合物抑制凝血因子 Xa，可用作药物。
• Preparation of Pyrroles by Dehydrogenation of Pyrrolidines with Manganese Dioxide
  作者：Bernard Bonnaud、Dennis C. H. Bigg

  DOI：10.1055/s-1994-25500

  日期：——

  The dehydrogenation of pyrrolidines by activated manganese dioxide provides a fairly general and mild method for the preparation of substituted pyrroles.

  活化的二氧化锰对吡咯烷进行脱氢反应，提供了一种相当普遍且温和的方法用于制备取代吡咯。
• TRIMETHYLSILYL TRIFLATE-CATALYZED REACTION OF BIS(METHYLTHIOMETHYL)AMINES WITH DIKETENE SILYL ACETALS. NOVEL CYCLIZATION LEADING TO FIVE- TO SEVEN-MEMBERED ALICYCLIC AMINES
  作者：Shuhei Miyazawa、Kiyoshi Ikeda、Kazuo Achiwa、Minoru Sekiya

  DOI：10.1246/cl.1984.785

  日期：1984.5.5

  Bis(methylthiomethyl)amines have been shown to react with diketene silyl acetals in the presence of trimethylsilyl triflate catalyst to give five- to seven-membered alicyclic amines.

  双(美基硫甲基)胺已被证明可以在三甲基硅基三氟甲磺酸酯催化剂存在下，与二酮硅乙醇反应，生成五至七员环状脂肪胺。
• Pyrrolidine-3,4-dicarboxamide derivatives
  申请人：Anselm Lilli

  公开号：US20050215599A1

  公开（公告）日：2005-09-29

  The invention is concerned with novel pyrrolidine-3,4-dicarboxamide derivatives of formula (I) wherein R 1 to R 9 and X are as defined in the description and in the claims, as well as physiologically acceptable salts thereof. These compounds inhibit the coagulation factor Xa and can be used as medicaments

  该发明涉及式(I)的新型吡咯烷-3,4-二羧酰胺衍生物，其中R1至R9和X在说明书和权利要求书中定义，以及其生理上可接受的盐。这些化合物抑制凝血因子Xa，并可用作药物。
• Organic Compounds
  申请人：Ehrhardt Claus

  公开号：US20080194549A1

  公开（公告）日：2008-08-14

  The invention relates to the use of (3,4-di-, 3,3,4-tri, 3,4,4-tri- or 3,3,4,4-tetra-)substituted pyrrolidine compounds for the preparation of a pharmaceutical formulation for the treatment of a disease that depends on activity of renin; the use of a compound of that class in the treatment of a disease that depends on activity of renin; compounds that are part of a subclass of these substituted pyrrolidine compounds for use in the diagnostic and therapeutic treatment of a warm-blooded animal, especially for the treatment of a disease (=disorder) that depends on activity of renin; new compounds that are part of a subclass of these substituted pyrrolidine compounds; pharmaceutical formulations comprising said substituted pyrrolidine compounds, and/or a method of treatment comprising administering said substituted pyrrolidine compounds, a method for the manufacture especially of said new substituted pyrrolidine compounds, as well as novel intermediates, starting materials and/or partial steps for their synthesis.

  本发明涉及使用(3,4-二-, 3,3,4-三-, 3,4,4-三-或3,3,4,4-四-)取代吡咯烷化合物制备治疗依赖于肾素活性的疾病的药物制剂；使用该类化合物治疗依赖于肾素活性的疾病；该取代吡咯烷化合物亚类的化合物用于温血动物的诊断和治疗，特别是用于治疗依赖于肾素活性的疾病；该取代吡咯烷化合物亚类的新化合物；包括所述取代吡咯烷化合物的药物制剂和/或包括给予所述取代吡咯烷化合物的治疗方法，特别是制备该新取代吡咯烷化合物的方法，以及其合成的新中间体、起始材料和/或部分步骤。