(2SR,3SR,5SR)-4,4-diethyl 2-methyl 3-phenyl-5-(1-naphthyl)pyrrolidine-2,4,4-tricarboxylate

• 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: (2SR,3SR,5SR)-4,4-diethyl 2-methyl 3-phenyl-5-(1-naphthyl)pyrrolidine-2,4,4-tricarboxylate
• 英文别名: 4-O,4-O'-diethyl 2-O-methyl (2S,3S,5S)-5-naphthalen-1-yl-3-phenylpyrrolidine-2,4,4-tricarboxylate
• 化学式: C₂₈H₂₉NO₆
• 分子量: 475.541
• InChiKey: PRVGLXHYZVBNCZ-SGNDLWITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  90.93
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  亚苯甲基丙二酸二乙酯 、 methyl 2-(1-naphthalenemethyleneamino)acetate 在 silver(I) acetate 、 三苯基膦 作用下， 以 乙醚 为溶剂， 反应 15.0h， 生成 (2SR,3SR,5SR)-4,4-diethyl 2-methyl 3-phenyl-5-(1-naphthyl)pyrrolidine-2,4,4-tricarboxylate
  参考文献：
  名称：

  Bifunctional AgOAc/ThioClickFerrophos complex-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with aryl- and alkylidene malonates

  摘要：

  AgOAc/ThioClickFerrophos complex-catalyzed 1,3-dipolar cycloaddition of glycine imino ester, the precursor of azomethine ylide, with aryl- and alkylidene malonates afforded the corresponding exo-cycloadducts, that is, proline ester derivatives in high yields with high enantiomeric excess (up to 99% ee). The reactions proceeded smoothly under base-free conditions demonstrating the bifunctional catalysis of the silver complex. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.101

文献信息

• Bifunctional AgOAc/ThioClickFerrophos complex-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with aryl- and alkylidene malonates
  作者：Sayo Watanabe、Atsuo Tada、Yuichiro Tokoro、Shin-ichi Fukuzawa

  DOI：10.1016/j.tetlet.2013.12.101

  日期：2014.2

  AgOAc/ThioClickFerrophos complex-catalyzed 1,3-dipolar cycloaddition of glycine imino ester, the precursor of azomethine ylide, with aryl- and alkylidene malonates afforded the corresponding exo-cycloadducts, that is, proline ester derivatives in high yields with high enantiomeric excess (up to 99% ee). The reactions proceeded smoothly under base-free conditions demonstrating the bifunctional catalysis of the silver complex. (C) 2014 Elsevier Ltd. All rights reserved.