1-<<2-(trimethylsilyl)ethoxy>carbonyl>pyrrolidine | 128959-73-9

• 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: 1-<<2-(trimethylsilyl)ethoxy>carbonyl>pyrrolidine
• 英文别名: 2-Trimethylsilylethyl pyrrolidine-1-carboxylate
• CAS: 128959-73-9
• 化学式: C₁₀H₂₁NO₂Si
• 分子量: 215.368
• InChiKey: CAOWVYYPLVTQRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzoyl-1,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate 、 1-<<2-(trimethylsilyl)ethoxy>carbonyl>pyrrolidine 以 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  通过唑盐促进分子间氢原子转移的光诱导酰化

  摘要：

  光致氢原子转移 (HAT) 已被开发为生成具有合成价值的自由基物种的强大工具。已知酮的直接光激发可促进 HAT 或通过 Norrish 型途径产生酰基自由基，但这些方式仍然受到自由基副反应的严重限制。我们在此报告了一种无催化剂和过渡金属的 C-H 键酰化方法，该方法利用了稳定、可分离的酰基唑鎓物种的独特性质。具体而言，酰基唑盐显示在 LED 照射下会发生分子间和区域选择性 HAT，一系列底物带有活性 C-H 键，随后形成 C-C 键以提供酮。

  DOI：

  10.1021/jacs.2c12845
• 作为产物：
  描述：

  2-(三甲硅基)乙醇 在 三乙胺 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 2.0h， 生成 1-<<2-(trimethylsilyl)ethoxy>carbonyl>pyrrolidine
  参考文献：
  名称：

  Resolved pyrrolidine, piperidine, and perhydroazepine analogs of the muscarinic agent N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide

  摘要：

  A series of conformationally restricted analogues of the partial muscarinic agonist N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM 5; 1) was synthesized. Three of the racemic derivatives were resolved into the enantiomers. The compounds were investigated for muscarinic and antimuscarinic activity in the isolated guinea pig ileum. They were found to be fairly potent muscarinic antagonists or weak partial agonists. The new compounds were either equally or less potent than 1 in inhibiting (-)-[3H]-N-methylscopolamine binding in homogenates of the rat cerebral cortex. Thus, structural modifications to 1 in which the amide moiety and the methyl group in the butynyl chain have been joined to form a six- or seven-membered ring preserve affinity but abolish efficacy. The R enantiomers were found to have 14-79 times higher affinity to ileal muscarinic receptors than the respective antipodes. The enantiomeric affinity ratios were nearly identical in both preparations studied. As suggested by molecular mechanics calculations, the difference in affinity between the five-membered and the six- and seven-membered ring analogues may be rationalized in conformational terms.

  DOI：

  10.1021/jm00174a014

文献信息

• Facile synthesis of resolved α-ethynyl-substituted cyclic amines
  作者：J.R Michael Lundkvist、Lars-G Wistrand、Uli Hacksella

  DOI：10.1016/s0040-4039(00)94612-4

  日期：1990.1

  A series of resolved α-acetylenic pyrrolidinyl, piperidinyl and perhydroazepinyl derivatives has been synthesized by a facile route including a key anodic oxidation step. Assignments of absolute configurations were based on chemical correlation and circular dichroism spectroscopy.

  已经通过包括关键阳极氧化步骤在内的简便方法合成了一系列拆分的α-炔基吡咯烷基，哌啶基和全氢a庚啶基衍生物。绝对构型的分配基于化学相关性和圆二色性光谱。
• LUNDKVIST, J. R. M.;WISTRAND, L. -G.;HACKSELL, U., TETRAHEDRON LETT., 31,(1990) N, C. 719-722
  作者：LUNDKVIST, J. R. M.、WISTRAND, L. -G.、HACKSELL, U.

  DOI：——

  日期：——
• LUNDKVIST, J. R. MICHAEL;VARGAS, HUGO M.;CALDIROLA, PATRIZIA;RINGDAHL, BJ+, J. MED. CHEM., 33,(1990) N2, C. 3182-3189
  作者：LUNDKVIST, J. R. MICHAEL、VARGAS, HUGO M.、CALDIROLA, PATRIZIA、RINGDAHL, BJ+

  DOI：——

  日期：——