dimethyl (2R,3R,4R,5S)-2-{[(1'S,5'R,7'R)-10',10'-dimethyl-3',3'-dioxido-3'-thia-4'-azatricyclo[5.2.1.0^1',5']dec-4'-yl]carbonyl}-5-phenylethylpyrrolidine-3,4-dicarboxylate

• 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: dimethyl (2R,3R,4R,5S)-2-{[(1'S,5'R,7'R)-10',10'-dimethyl-3',3'-dioxido-3'-thia-4'-azatricyclo[5.2.1.0^1',5']dec-4'-yl]carbonyl}-5-phenylethylpyrrolidine-3,4-dicarboxylate
• 英文别名: dimethyl (2S,3R,4R,5S)-2-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decane-4-carbonyl]-5-(2-phenylethyl)pyrrolidine-3,4-dicarboxylate；dimethyl (2S,3R,4R,5S)-2-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decane-4-carbonyl]-5-(2-phenylethyl)pyrrolidine-3,4-dicarboxylate
• 化学式: C₂₇H₃₆N₂O₇S
• 分子量: 532.658
• InChiKey: MWWWIQWKTFMCNQ-HQOMDQCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  苯丙醛 、 马来酸二甲酯 、 (3aS,6R,7aR)-1-(aminoacetyl)-8,8-dimethylhexahydro-3a,6-methano-2,1-benzothiazole 2,2-dioxide 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 1,4-双(二苯基膦)丁烷 作用下， 以 二甲基亚砜 为溶剂， 以95%的产率得到dimethyl (2R,3R,4R,5S)-2-{[(1'S,5'R,7'R)-10',10'-dimethyl-3',3'-dioxido-3'-thia-4'-azatricyclo[5.2.1.0^1',5']dec-4'-yl]carbonyl}-5-phenylethylpyrrolidine-3,4-dicarboxylate
  参考文献：
  名称：

  The CuI-catalyzed exo-selective asymmetric multicomponent [C+NC+CC] coupling reaction

  摘要：

  A novel Cu-1-catalyzed exo-selective asymmetric [C+NC+CC] coupling reaction is reported that provides unprecedented access to a variety of highly functionalized 4,5-trans disubstituted pyrrolidines in a single operation. The reaction complements and extends our Ag-1-catalyzed endo-selective [C+NC+CC] asymmetric coupling reaction. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.145

文献信息

• The CuI-catalyzed exo-selective asymmetric multicomponent [C+NC+CC] coupling reaction
  作者：Philip Garner、Jieyu Hu、Christopher G. Parker、Wiley J. Youngs、Doug Medvetz

  DOI：10.1016/j.tetlet.2007.03.145

  日期：2007.5

  A novel Cu-1-catalyzed exo-selective asymmetric [C+NC+CC] coupling reaction is reported that provides unprecedented access to a variety of highly functionalized 4,5-trans disubstituted pyrrolidines in a single operation. The reaction complements and extends our Ag-1-catalyzed endo-selective [C+NC+CC] asymmetric coupling reaction. (C) 2007 Elsevier Ltd. All rights reserved.