(S)-()-2,2,2-trifluoro-N-(1-iodo-3-phenylpropan-2-yl)acetamide | 1258847-31-2

• 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: (S)-()-2,2,2-trifluoro-N-(1-iodo-3-phenylpropan-2-yl)acetamide
• 英文别名: 2,2,2-trifluoro-N-[(2S)-1-iodo-3-phenylpropan-2-yl]acetamide
• CAS: 1258847-31-2
• 化学式: C₁₁H₁₁F₃INO
• 分子量: 357.114
• InChiKey: MGTXUBJUJPGNLZ-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-碘苯甲醚 、 (S)-()-2,2,2-trifluoro-N-(1-iodo-3-phenylpropan-2-yl)acetamide 在 碘 、 锌 、 2-双环己基膦-2',6'-二甲氧基联苯 、 tris-(dibenzylideneacetone)dipalladium(0) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以74%的产率得到(S)-(-)-2,2,2-trifluoro-N-(1-(4-methoxyphenyl)-3-phenylpropan-2-yl)acetamide
  参考文献：
  名称：

  Improved synthesis of phenylethylamine derivatives by Negishi cross-coupling reactions

  摘要：

  Trifluoroacetamido-protected beta-aminoalkylzinc iodides undergo Negishi cross-coupling reaction with aryl iodides in moderate to excellent yields (42-84%) based on the corresponding trifluoroacetamido-protected beta-aminoalkyl iodides employing a catalyst prepared in situ from Pd-2(dba)(3) and SPhos (1 2 M ratio) In general meta- and para-substituted aryl iodides give good results using relatively low levels of catalyst [0 25 mol % Pd-2(dba)(3)] but more hindered ortho-substituted examples require higher catalyst loadings The preparation of trifluoroacetamido-protected beta-aminoalkyl iodides is straightforward and the intermediates are significantly more stable than the corresponding Hoc-protected derivatives (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.074
• 作为产物：
  描述：

  N-trifluoroacetyl-(S)-phenylalaninol 在 咪唑 、 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到(S)-()-2,2,2-trifluoro-N-(1-iodo-3-phenylpropan-2-yl)acetamide
  参考文献：
  名称：

  Improved synthesis of phenylethylamine derivatives by Negishi cross-coupling reactions

  摘要：

  Trifluoroacetamido-protected beta-aminoalkylzinc iodides undergo Negishi cross-coupling reaction with aryl iodides in moderate to excellent yields (42-84%) based on the corresponding trifluoroacetamido-protected beta-aminoalkyl iodides employing a catalyst prepared in situ from Pd-2(dba)(3) and SPhos (1 2 M ratio) In general meta- and para-substituted aryl iodides give good results using relatively low levels of catalyst [0 25 mol % Pd-2(dba)(3)] but more hindered ortho-substituted examples require higher catalyst loadings The preparation of trifluoroacetamido-protected beta-aminoalkyl iodides is straightforward and the intermediates are significantly more stable than the corresponding Hoc-protected derivatives (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.074