N-(2-oxo-1-phenylethyl)benzamide | 246232-05-3

• 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: N-(2-oxo-1-phenylethyl)benzamide
• CAS: 246232-05-3
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: CWEKTPAOOASYAM-UHFFFAOYSA-N

物化性质

• 沸点：
  460.6±38.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-oxo-1-phenylethyl)benzamide 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 26.0h， 生成 [(1S,2S)-2-benzamido-1-diethoxyphosphoryl-2-phenylethyl] (2S)-2-methoxy-2-phenylacetate
  参考文献：
  名称：

  Enantiomeric phosphonate analogs of the paclitaxel C-13 side chain

  摘要：

  Both enantiomers of syn diethyl 2-(benzoylamino)-1-hydroxy-2-phenylethylphosphonate have been obtained by resolution via O-methylmandelate derivatives. Removal of the resolving ester moiety was easily achieved by ammonolysis with no trace of the retro-Abramov reaction. Absolute configurations of the enantiomeric phosphonate analogs were established from H-1 (the Trost model) and P-31 NMR data of the O-methylmandelate derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00206-2
• 作为产物：
  描述：

  (3-苯基环氧乙烷基)甲醇 在 palladium on activated charcoal 4-二甲氨基吡啶 、 sodium periodate 、 sodium azide 、 氢气 、 氯化铵 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 N-(2-oxo-1-phenylethyl)benzamide
  参考文献：
  名称：

  Enantiomeric phosphonate analogs of the paclitaxel C-13 side chain

  摘要：

  Both enantiomers of syn diethyl 2-(benzoylamino)-1-hydroxy-2-phenylethylphosphonate have been obtained by resolution via O-methylmandelate derivatives. Removal of the resolving ester moiety was easily achieved by ammonolysis with no trace of the retro-Abramov reaction. Absolute configurations of the enantiomeric phosphonate analogs were established from H-1 (the Trost model) and P-31 NMR data of the O-methylmandelate derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00206-2

文献信息

• Enantiomeric phosphonate analogs of the paclitaxel C-13 side chain
  作者：Andrzej E. Wróblewski、Dorota G. Piotrowska

  DOI：10.1016/s0957-4166(99)00206-2

  日期：1999.5

  Both enantiomers of syn diethyl 2-(benzoylamino)-1-hydroxy-2-phenylethylphosphonate have been obtained by resolution via O-methylmandelate derivatives. Removal of the resolving ester moiety was easily achieved by ammonolysis with no trace of the retro-Abramov reaction. Absolute configurations of the enantiomeric phosphonate analogs were established from H-1 (the Trost model) and P-31 NMR data of the O-methylmandelate derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.