N-methoxycarbonylmethyl-L-proline methyl ester | 102943-46-4

• 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: N-methoxycarbonylmethyl-L-proline methyl ester
• 英文别名: 1-methoxycarbonylmethyl-L-proline-methyl ester；1-Methoxycarbonylmethyl-L-prolin-methylester；Methyl (2S)-1-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate
• CAS: 102943-46-4
• 化学式: C₉H₁₅NO₄
• 分子量: 201.222
• InChiKey: XFLUALAIMWIKOC-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  N-methoxycarbonylmethyl-L-proline methyl ester 在 镍 lithium aluminium tetrahydride 、 二乙胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 生成 [(2S)-1-(2-diphenylphosphanylethyl)pyrrolidin-2-yl]methyl-diphenylphosphane
  参考文献：
  名称：

  Examining the effect of hemilabile donor groups in non-C2 symmetrical terdentate ligands

  摘要：

  The type and position of donor atoms in proline-derived, non-C-2 symmetric, terdentate ligands are found to have significant effects on the enantioselectivity of the palladium-catalysed allylic substitution reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00988-7
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 生成 N-methoxycarbonylmethyl-L-proline methyl ester
  参考文献：
  名称：

  The Absolute Configuration of the C₈-Atom in the Pyrrolizidine Moieties of the Senecio Alkaloids

  摘要：

  DOI：

  10.1021/ja01530a063

文献信息

• A SHORT SYNTHESIS OF CHIRAL MACROCYCLIC DIOXOPOLYAMINES DERIVED FROM<scp>l</scp>-PROLINE
  作者：Maohai Fang、Enqin Fu、Quan Yuan、Peng Xue、Chengtai Wu、Jiahua Chen

  DOI：10.1081/scc-120014977

  日期：2002.1

  ABSTRACT A convenient and effective synthesis of enantiomerically pure macrocyclic dioxopolyamine 3 and its derivatives 4–9 is presented. Macrocyle 3, derived from l-proline, was prepared in high overall yield and easily modified. 8 and 9 were prepared by modified Mannich reaction in good yields.

  摘要介绍了对映异构纯大环二氧多胺 3 及其衍生物 4-9 的方便有效的合成。衍生自 l-脯氨酸的大环化合物 3 以高总产率制备且易于修饰。8和9是通过改进的曼尼希反应以良好的收率制备的。
• Synthesis and chiral recognition of novel chiral fluorescence receptors bearing 9-anthryl moieties
  作者：Kuo-Xi Xu、Xiao-Jun Wu、Yong-Bing He、Shun-Ying Liu、Guang-Yan Qing、Ling-Zhi Meng

  DOI：10.1016/j.tetasy.2004.12.023

  日期：2005.2

  Two chiral fluorescence receptors 1 and 2 have been synthesized, and their structures characterized by IR, H-1 NMR, MS spectra and elemental analysis. The chiral recognition of the receptors was studied by 1H NMR and fluorescence spectra. The results demonstrate that the receptors and tetrabutyl ammonium mandelate formed a 1:1 complex. Two receptors exhibit good chiral recognition abilities towards the enantiomers of tetrabutylammonium mandelate. (C) 2005 Elsevier Ltd. All rights reserved.
• Examining the effect of hemilabile donor groups in non-C2 symmetrical terdentate ligands
  作者：Hubert Lam、Xiaohui Cheng、Jonathan W. Steed、David J. Aldous、King Kuok (Mimi) Hii

  DOI：10.1016/s0040-4039(02)00988-7

  日期：2002.8

  The type and position of donor atoms in proline-derived, non-C-2 symmetric, terdentate ligands are found to have significant effects on the enantioselectivity of the palladium-catalysed allylic substitution reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.
• The Absolute Configuration of the C₈-Atom in the Pyrrolizidine Moieties of the Senecio Alkaloids
  作者：Roger Adams、D. Fleš

  DOI：10.1021/ja01530a063

  日期：1959.11