cis-4-phenoxy-N-(5-methyl-2-hydroxyphenyl)pyrrolidine-2-carboxamide | 1133717-75-5

• 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: cis-4-phenoxy-N-(5-methyl-2-hydroxyphenyl)pyrrolidine-2-carboxamide
• 英文别名: (2S,4S)-N-(2-hydroxy-5-methylphenyl)-4-phenoxypyrrolidine-2-carboxamide
• CAS: 1133717-75-5
• 化学式: C₁₈H₂₀N₂O₃
• 分子量: 312.368
• InChiKey: RTHHAJFBEBANBW-HOCLYGCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  70.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-1-Boc-cis-4-phenoxy-L-(5-methyl-2-hydroxyphenyl)pyrrolidine-2-carboxamide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以82%的产率得到cis-4-phenoxy-N-(5-methyl-2-hydroxyphenyl)pyrrolidine-2-carboxamide
  参考文献：
  名称：

  Rationally designed 4-phenoxy substituted prolinamide phenols organocatalyst for the direct aldol reaction in water

  摘要：

  A rationally designed 4-phenoxy Substituted prolinamide phenols as an efficient hydrophobic organocatalyst for direct asymmetric aldol reaction in water has been developed. High yield (up to 99%), diastereo-selectivity (up to 99:1), and enantioselectivity (up to 97%.) were obtained under optimal condition. The influence of substituent groups on the reactivity of catalysts was Studied in detail. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.120

文献信息

• Rationally designed 4-phenoxy substituted prolinamide phenols organocatalyst for the direct aldol reaction in water
  作者：Shu-peng Zhang、Xiang-kai Fu、Shao-dong Fu

  DOI：10.1016/j.tetlet.2008.10.120

  日期：2009.3

  A rationally designed 4-phenoxy Substituted prolinamide phenols as an efficient hydrophobic organocatalyst for direct asymmetric aldol reaction in water has been developed. High yield (up to 99%), diastereo-selectivity (up to 99:1), and enantioselectivity (up to 97%.) were obtained under optimal condition. The influence of substituent groups on the reactivity of catalysts was Studied in detail. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.