methyl (2S,4S)-4-phenyl-2-[(E)-2-phenylethenyl]-1,3-oxazolidine-3-carboximidate | 1026377-40-1

• 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: methyl (2S,4S)-4-phenyl-2-[(E)-2-phenylethenyl]-1,3-oxazolidine-3-carboximidate
• CAS: 1026377-40-1
• 化学式: C₁₉H₂₀N₂O₂
• 分子量: 308.38
• InChiKey: WKUCOFVNUMJFTM-NRWGHCAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  45.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (2S,4S)-4-phenyl-2-[(E)-2-phenylethenyl]-1,3-oxazolidine-3-carboximidate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 生成 (3S,7R,8R,8aS)-8-bromo-5-methoxy-3,7-diphenyl-3,7,8,8a-tetrahydro-2H-[1,3]oxazolo[3,2-c]pyrimidine
  参考文献：
  名称：

  Synthesis of enantiopure substituted aziridines by diastereoselective N-bromocyclization and nucleophile-mediated regioselective opening

  摘要：

  Enantiopure beta-substituted aziridines were prepared from (S)-phenylglycinol through a key N-bromocyclization of an unsaturated iminoether. A total control of the regioselectivity was observed during the opening of these aziridines by various nucleophiles (N-3(-), H2O, EtOH, Me2CuLi). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01109-5
• 作为产物：
  描述：

  在 sodium methylate 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 methyl (2S,4S)-4-phenyl-2-[(E)-2-phenylethenyl]-1,3-oxazolidine-3-carboximidate
  参考文献：
  名称：

  Synthesis of enantiopure substituted aziridines by diastereoselective N-bromocyclization and nucleophile-mediated regioselective opening

  摘要：

  Enantiopure beta-substituted aziridines were prepared from (S)-phenylglycinol through a key N-bromocyclization of an unsaturated iminoether. A total control of the regioselectivity was observed during the opening of these aziridines by various nucleophiles (N-3(-), H2O, EtOH, Me2CuLi). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01109-5