trans-3-[4'-(dimethylamino)phenyl]-1-(2'-iodobenzoyl)-5-phenyl-2-(3'-thienylmethyl)pyrazolidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-3-[4'-(dimethylamino)phenyl]-1-(2'-iodobenzoyl)-5-phenyl-2-(3'-thienylmethyl)pyrazolidine
• 英文别名: [(3S,5S)-3-[4-(dimethylamino)phenyl]-5-phenyl-2-(thiophen-3-ylmethyl)pyrazolidin-1-yl]-(2-iodophenyl)methanone
• 化学式: C₂₉H₂₈IN₃OS
• 分子量: 593.531
• InChiKey: AURYMDZOYSLWQK-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-3-[4'-(dimethylamino)phenyl]-1-(2'-iodobenzoyl)-5-phenyl-2-(3'-thienylmethyl)pyrazolidine 在 palladium diacetate 、 thallium(I) acetate 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以77%的产率得到
  参考文献：
  名称：

  Sequential azomethine imine cycloaddition–palladium catalysed cyclisation processes

  摘要：

  In situ generation of azomethine imines from aryl/heteroaryl aldehydes and N,N'-disubstituted hydrazines followed by cycloaddition to N-methylmaleimide generates pyrazolidines, which undergo Pd(0) catalysed cyclisation involving the aldehyde and hydrazine substituents, with formation of 6-8 membered rings in good yield. AMI calculations indicate the preferred configuration of the azomethine imines involved and identify the most likely cycloaddition transition states. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00517-9
• 作为产物：
  描述：

  2-碘苯甲酰肼 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 18.0h， 生成 trans-3-[4'-(dimethylamino)phenyl]-1-(2'-iodobenzoyl)-5-phenyl-2-(3'-thienylmethyl)pyrazolidine
  参考文献：
  名称：

  Sequential azomethine imine cycloaddition–palladium catalysed cyclisation processes

  摘要：

  In situ generation of azomethine imines from aryl/heteroaryl aldehydes and N,N'-disubstituted hydrazines followed by cycloaddition to N-methylmaleimide generates pyrazolidines, which undergo Pd(0) catalysed cyclisation involving the aldehyde and hydrazine substituents, with formation of 6-8 membered rings in good yield. AMI calculations indicate the preferred configuration of the azomethine imines involved and identify the most likely cycloaddition transition states. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00517-9

文献信息

• Sequential azomethine imine cycloaddition–palladium catalysed cyclisation processes
  作者：Colin.W.G Fishwick、Ronald Grigg、Visuvanathar Sridharan、Julia Virica

  DOI：10.1016/s0040-4020(03)00517-9

  日期：2003.6

  In situ generation of azomethine imines from aryl/heteroaryl aldehydes and N,N'-disubstituted hydrazines followed by cycloaddition to N-methylmaleimide generates pyrazolidines, which undergo Pd(0) catalysed cyclisation involving the aldehyde and hydrazine substituents, with formation of 6-8 membered rings in good yield. AMI calculations indicate the preferred configuration of the azomethine imines involved and identify the most likely cycloaddition transition states. (C) 2003 Elsevier Science Ltd. All rights reserved.