allyl (2S,4S)-5-oxo-4-(2-oxo-2-phenylethyl)-2,4-diphenyl-1,3-oxazolidine-3-carboxylate | 860617-75-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: allyl (2S,4S)-5-oxo-4-(2-oxo-2-phenylethyl)-2,4-diphenyl-1,3-oxazolidine-3-carboxylate
• 英文别名: prop-2-enyl (2S,4S)-5-oxo-4-phenacyl-2,4-diphenyl-1,3-oxazolidine-3-carboxylate
• CAS: 860617-75-0
• 化学式: C₂₇H₂₃NO₅
• 分子量: 441.483
• InChiKey: LLCGHWJHWJXREF-IGKIAQTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  allyl (2S,4S)-5-oxo-4-(2-oxo-2-phenylethyl)-2,4-diphenyl-1,3-oxazolidine-3-carboxylate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 (2S)-2-{[(allyloxy)carbonyl]amino}-4-oxo-2,4-diphenylbutanoic acid
  参考文献：
  名称：

  Mild non-transition metal catalyzed deprotection of N-allyloxycarbonyl amines

  摘要：

  A synthesis of mehyl (2S)-2-amino-2,4-diphenylbutanoate has been achieved via a novel one-pot non-transition metal mediated deprotection of the N-allyloxycarbonyl amine using iodine in wet acetonitrile. The applicability of this transformation has been demonstrated by deprotecting a variety of N-allyloxycarbonyl amines, alpha-aminomethyl esters and simple N-allyloxycarbonyl alkyl amines. Deprotection occurs in high yield (82-93%) without erosion of the optical purity of the chiral substrates. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.064
• 作为产物：
  描述：

  allyl (2S,4R)-5-oxo-2,4-diphenyl-1,3-oxazolidine-3-carboxylate 、 2-溴苯乙酮 在 四甲基乙二胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以90%的产率得到allyl (2S,4S)-5-oxo-4-(2-oxo-2-phenylethyl)-2,4-diphenyl-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  Mild non-transition metal catalyzed deprotection of N-allyloxycarbonyl amines

  摘要：

  A synthesis of mehyl (2S)-2-amino-2,4-diphenylbutanoate has been achieved via a novel one-pot non-transition metal mediated deprotection of the N-allyloxycarbonyl amine using iodine in wet acetonitrile. The applicability of this transformation has been demonstrated by deprotecting a variety of N-allyloxycarbonyl amines, alpha-aminomethyl esters and simple N-allyloxycarbonyl alkyl amines. Deprotection occurs in high yield (82-93%) without erosion of the optical purity of the chiral substrates. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.064