(R)-methyl 2-(piperidyl)-propionate | 371208-68-3

• 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: (R)-methyl 2-(piperidyl)-propionate
• 英文别名: Methyl (I+/-R)-I+/--methyl-1-piperidineacetate；methyl (2R)-2-piperidin-1-ylpropanoate
• CAS: 371208-68-3
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: XVKIWLKINNPHOU-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  哌啶 、 alkaline earth salt of/the/ methylsulfuric acid 在 四丁基碘化铵 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 117.0h， 生成 (R)-methyl 2-(piperidyl)-propionate
  参考文献：
  名称：

  Synthesis of α-amino esters by dynamic kinetic resolution of α-haloacyl imidazolidinones

  摘要：

  Dynamic kinetic resolution of alpha -haloacyl imidazolidinones with a variety of nitrogen and carbon nucleophiles has been achieved with selectivities up to 100% (d.e.). An unusual dichotomy of diastereoselection has been observed whereby metalated nucleophiles preferentially react via the 5S,2 'R diastereomer whilst amine nucleophiles react via the 5S,2 'S diastereomer. Mild procedures are described for the coupling and removal of the ephedrine based chiral auxiliary. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00550-6

文献信息

• Synthesis of α-amino esters by dynamic kinetic resolution of α-haloacyl imidazolidinones
  作者：Stephen Caddick、Carlos A.M Afonso、Sara X Candeias、Peter B Hitchcock、Kerry Jenkins、L Murtagh、D Pardoe、A.Gil Santos、Nigel R Treweeke、Robert Weaving

  DOI：10.1016/s0040-4020(01)00550-6

  日期：2001.7

  Dynamic kinetic resolution of alpha -haloacyl imidazolidinones with a variety of nitrogen and carbon nucleophiles has been achieved with selectivities up to 100% (d.e.). An unusual dichotomy of diastereoselection has been observed whereby metalated nucleophiles preferentially react via the 5S,2 'R diastereomer whilst amine nucleophiles react via the 5S,2 'S diastereomer. Mild procedures are described for the coupling and removal of the ephedrine based chiral auxiliary. (C) 2001 Elsevier Science Ltd. All rights reserved.