(2'S,5S)-5-(4-methoxybenzyl)-2'-(methoxymethyl)[1,1']bipyrrolidinyl-2-one | 606143-37-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2'S,5S)-5-(4-methoxybenzyl)-2'-(methoxymethyl)[1,1']bipyrrolidinyl-2-one
• 英文别名: (5S)-1-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-5-[(4-methoxyphenyl)methyl]pyrrolidin-2-one
• CAS: 606143-37-7
• 化学式: C₁₈H₂₆N₂O₃
• 分子量: 318.416
• InChiKey: UVAZIFOROYQTPW-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2'S,5S)-5-(4-methoxybenzyl)-2'-(methoxymethyl)[1,1']bipyrrolidinyl-2-one 在 magnesium monoperoxyphthalate hexahydrate 作用下， 以 甲醇 为溶剂， 以93%的产率得到(5S)-5-(4-methoxybenzyl)pyrrolidin-2-one
  参考文献：
  名称：

  Asymmetric synthesis of 5-arylmethylpyrrolidin-2-ones and 2-arylmethylpyrrolidines

  摘要：

  An efficient methodology for the enantioselective synthesis of 5-arylmethylpyrrolidin-2-ones and 2-arylmethylpyrrolidines has been devised. The key step is the stereoselective hydrogenation of the N-acylhydrazonium salts obtained from the corresponding arylmethylene hydrazides. These highly conjugated compounds are readily prepared by reacting a chiral succinimide with a variety of arylmethyl Grignard reagents. Removal of the chiral auxiliary and Subsequent reduction complete the synthesis of the title Compounds. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00589-5
• 作为产物：
  描述：

  (S)-1-amino-2-(methoxymethyl)pyrrolidine 在 三氟乙酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 氯仿 为溶剂， 反应 21.58h， 生成 (2'S,5S)-5-(4-methoxybenzyl)-2'-(methoxymethyl)[1,1']bipyrrolidinyl-2-one
  参考文献：
  名称：

  Asymmetric synthesis of 5-arylmethylpyrrolidin-2-ones and 2-arylmethylpyrrolidines

  摘要：

  An efficient methodology for the enantioselective synthesis of 5-arylmethylpyrrolidin-2-ones and 2-arylmethylpyrrolidines has been devised. The key step is the stereoselective hydrogenation of the N-acylhydrazonium salts obtained from the corresponding arylmethylene hydrazides. These highly conjugated compounds are readily prepared by reacting a chiral succinimide with a variety of arylmethyl Grignard reagents. Removal of the chiral auxiliary and Subsequent reduction complete the synthesis of the title Compounds. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00589-5