ethyl (S)-N-formyl(1-phenylpropan-2-yl)carbamate | 1103883-50-6

• 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: ethyl (S)-N-formyl(1-phenylpropan-2-yl)carbamate
• 英文别名: ethyl N-formyl-N-[(2S)-1-phenylpropan-2-yl]carbamate
• CAS: 1103883-50-6
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: ZSLAMZSCNQFXAF-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl (S)-N-formyl(1-phenylpropan-2-yl)carbamate 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以98%的产率得到(S)-(-)-2-ethoxycarbonylamino-1-phenylpropane
  参考文献：
  名称：

  Radical 1,4-aryl transfer in arylcarboxamides leading to phthalimides, biaryls and enantiomerically enriched β-arylethylamines

  摘要：

  5-exo Cyclisation of vinyl-, aryl- and alkyl-radicals onto the aryl group of arylcarboxamides is followed by beta-scission of the resulting spirocyclohexadienyl radicals with ejection of a carbamoyl radical. The fate of this radical depends on the substrate but, in the cases studied, either 5-endo cyclisation or direct reduction follows to give phthalimides, biaryls or beta-arylethylamines. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.118
• 作为产物：
  描述：

  ethyl (S)-N-benzoyl(1-iodopropan-2-yl)carbamate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 以73%的产率得到ethyl (S)-N-formyl(1-phenylpropan-2-yl)carbamate
  参考文献：
  名称：

  Radical 1,4-aryl transfer in arylcarboxamides leading to phthalimides, biaryls and enantiomerically enriched β-arylethylamines

  摘要：

  5-exo Cyclisation of vinyl-, aryl- and alkyl-radicals onto the aryl group of arylcarboxamides is followed by beta-scission of the resulting spirocyclohexadienyl radicals with ejection of a carbamoyl radical. The fate of this radical depends on the substrate but, in the cases studied, either 5-endo cyclisation or direct reduction follows to give phthalimides, biaryls or beta-arylethylamines. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.118

文献信息

• Radical 1,4-aryl transfer in arylcarboxamides leading to phthalimides, biaryls and enantiomerically enriched β-arylethylamines
  作者：Jeremy Robertson、Matthew J. Palframan、Stephen A. Shea、Kirill Tchabanenko、William P. Unsworth、Chase Winters

  DOI：10.1016/j.tet.2008.07.118

  日期：2008.12

  5-exo Cyclisation of vinyl-, aryl- and alkyl-radicals onto the aryl group of arylcarboxamides is followed by beta-scission of the resulting spirocyclohexadienyl radicals with ejection of a carbamoyl radical. The fate of this radical depends on the substrate but, in the cases studied, either 5-endo cyclisation or direct reduction follows to give phthalimides, biaryls or beta-arylethylamines. (C) 2008 Elsevier Ltd. All rights reserved.