(3R,7aR)-7a-Methoxy-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

• 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: (3R,7aR)-7a-Methoxy-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one
• 英文别名: (3R,7aR)-7a-methoxy-3-phenyl-1,3,6,7-tetrahydropyrrolo[1,2-c][1,3]oxazol-5-one
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: BJEOBWIOMOLFKL-CHWSQXEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (3R)-5-tert-butyldimethylsiloxy-3-phenyl-1H-pyrrolo[1,2-c]oxazole 在 四氯化锡 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 生成 (3R,7aR)-7a-Methoxy-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one
  参考文献：
  名称：

  Tandem electrophilic and nucleophilic additions to bicyclic tert-butyldimethylsilyloxypyrrole derived from (S)-pyroglutaminol

  摘要：

  The silyloxypyrrole derivative 3, treated with SnCl4 and aqueous NaHCO3, afforded the 5-hydroxylated pyrrolidinone 7. This compound was shown to be a key intermediate for the diastereoselective introduction of other hetero- and C-nucleophiles at the same position. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00284-1

文献信息

• Tandem electrophilic and nucleophilic additions to bicyclic tert-butyldimethylsilyloxypyrrole derived from (S)-pyroglutaminol
  作者：Nicole Langlois、Prabir K. Choudhury

  DOI：10.1016/s0040-4039(99)00284-1

  日期：1999.3

  The silyloxypyrrole derivative 3, treated with SnCl4 and aqueous NaHCO3, afforded the 5-hydroxylated pyrrolidinone 7. This compound was shown to be a key intermediate for the diastereoselective introduction of other hetero- and C-nucleophiles at the same position. (C) 1999 Elsevier Science Ltd. All rights reserved.