(2S)-1-(p-nitrophenyl)-2-phthalimido-3-benzoyloxy-1-propanone | 191418-45-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S)-1-(p-nitrophenyl)-2-phthalimido-3-benzoyloxy-1-propanone
• CAS: 191418-45-8
• 化学式: C₂₄H₁₆N₂O₇
• 分子量: 444.4
• InChiKey: CWAJKGNFLSFWDY-FQEVSTJZSA-N

物化性质

• 沸点：
  660.8±55.0 °C(Predicted)
• 密度：
  1.441±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  123.89
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2S)-1-(p-nitrophenyl)-2-phthalimido-3-benzoyloxy-1-propanone 在 potassium permanganate 、 18-冠醚-6 、 水 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 1-(p-nitrophenyl)-2,3-di(phthalimido)-propanone
  参考文献：
  名称：

  2-Amino-1-phenyl-propan-1,3-diol as chiral auxiliary. Application in the synthesis of cis 3-Phthalimido-4-styryl-2-azetidinones

  摘要：

  3,4-cis-1-N-(1'-phenyl-1',3'-dihydroxy-2'-propyl)-3 -phthalimido-4-styrylazetidinones were obtained in optically pure form by chiral Staudinger reaction. The cis-alpha/beta-ratio could be influenced by: the protective groups of the diol moiety. Removal of the chiral auxiliarity could be accomplished by direct oxidation, or by previous double bond formation, thus the 2-amino-1-phenyl-propan-1,3-diol can be regarded to a generally useful chiral auxiliary. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00483-3
• 作为产物：
  描述：

  (1S,2S)-1-(p-nitrophenyl)-2-phthalimido-3-benzoyloxy-1-propanol 在 jones reagent 作用下， 以 溶剂黄146 为溶剂， 生成 (2S)-1-(p-nitrophenyl)-2-phthalimido-3-benzoyloxy-1-propanone
  参考文献：
  名称：

  2-Amino-1-phenyl-propan-1,3-diol as chiral auxiliary. Application in the synthesis of cis 3-Phthalimido-4-styryl-2-azetidinones

  摘要：

  3,4-cis-1-N-(1'-phenyl-1',3'-dihydroxy-2'-propyl)-3 -phthalimido-4-styrylazetidinones were obtained in optically pure form by chiral Staudinger reaction. The cis-alpha/beta-ratio could be influenced by: the protective groups of the diol moiety. Removal of the chiral auxiliarity could be accomplished by direct oxidation, or by previous double bond formation, thus the 2-amino-1-phenyl-propan-1,3-diol can be regarded to a generally useful chiral auxiliary. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00483-3