(1S*,2R*)-N,N-diisopropyl-1-methyl-2-(4-methoxyphenyl)cyclopropanecarboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1S*,2R*)-N,N-diisopropyl-1-methyl-2-(4-methoxyphenyl)cyclopropanecarboxamide
• 英文别名: (1S,2R)-2-(4-methoxyphenyl)-1-methyl-N,N-di(propan-2-yl)cyclopropane-1-carboxamide
• 化学式: C₁₈H₂₇NO₂
• 分子量: 289.418
• InChiKey: QRUAHMYNRDJARB-AEFFLSMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-chloropropionic acid diisopropylamide acid 在 三氢化钐 、 samarium diiodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (1S*,2R*)-N,N-diisopropyl-1-methyl-2-(4-methoxyphenyl)cyclopropanecarboxamide
  参考文献：
  名称：

  Sequential Elimination−Cyclopropanation Reactions Promoted by Samarium:  Highly Diastereoselective Synthesis of Cyclopropylamides

  摘要：

  trans-Cyclopropanamides were obtained, in high yield, from 2-chloro-3-hydroxyamides by a sequenced elimination-cyclopropanation process promoted by Samarium/diiodomethane or Samarium diiodide and Samarium/diiodomethane.

  DOI：

  10.1021/jo0262098

文献信息

• Complete Stereospecific Cyclopropanation of α,β-Unsaturated Amides Promoted by Sm/CH2I2 We acknowledge financial support from II Plan Regional de Investigación del Principado de Asturias (PB-EXP01-11) and Ministerio de Ciencia y Tecnología (BQU2001-3807). We thank Dr. Francisco J. González for valuable discussions and Robin Walker for revising the English manuscript. J.M.C. thanks Carmen Fernández-Flórez for her time. H.R.S. thanks Principado de Asturias for a predoctoral fellowship.
  作者：José M. Concellón、Humberto Rodríguez-Solla、Cecilia Gómez

  DOI：10.1002/1521-3773(20020603)41:11<1917::aid-anie1917>3.0.co;2-1

  日期：2002.6.3
• Sequential Elimination−Cyclopropanation Reactions Promoted by Samarium:  Highly Diastereoselective Synthesis of Cyclopropylamides
  作者：José M. Concellón、Humberto Rodríguez-Solla、Ricardo Llavona

  DOI：10.1021/jo0262098

  日期：2003.2.1

  trans-Cyclopropanamides were obtained, in high yield, from 2-chloro-3-hydroxyamides by a sequenced elimination-cyclopropanation process promoted by Samarium/diiodomethane or Samarium diiodide and Samarium/diiodomethane.