tert-butyl (3R,5aR,9aR,10S,10aR)-10-ethyl-5-oxo-3-phenyl-3,6,7,9a,10,10a-hexahydro-2H-[1,3]oxazolo[3,2-b]isoquinoline-5a-carboxylate | 1190082-16-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (3R,5aR,9aR,10S,10aR)-10-ethyl-5-oxo-3-phenyl-3,6,7,9a,10,10a-hexahydro-2H-[1,3]oxazolo[3,2-b]isoquinoline-5a-carboxylate
• CAS: 1190082-16-6
• 化学式: C₂₄H₃₁NO₄
• 分子量: 397.514
• InChiKey: LCEVHZDYMAOWHX-JKNYOYKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (3R,5aR,9aR,10S,10aR)-10-ethyl-5-oxo-3-phenyl-3,6,7,9a,10,10a-hexahydro-2H-[1,3]oxazolo[3,2-b]isoquinoline-5a-carboxylate 以 甲苯 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  An Unexpected Oxidation in the Generation of Cyclopenta[c]piperidines by Ring-Closing Metathesis

  摘要：

  Ring-closing metathesis reaction of dienes A (n = 1, R = CO2R') leads to fused cyclopentenones C instead of the expected cyclopentene derivatives B. RCM reaction of the other dienes A takes place satisfactorily, affording the expected fused cycloalkene derivatives B. Cyclohexene B (n = 2, R = CO2R') also undergoes oxidation to the corresponding cyclohexenone C.

  DOI：

  10.1021/ol901704f
• 作为产物：
  描述：

  tert-butyl (3R,6R,7R,8S,8aR)-6-but-3-enyl-7-ethenyl-8-ethyl-5-oxo-3-phenyl-3,7,8,8a-tetrahydro-2H-[1,3]oxazolo[3,2-a]pyridine-6-carboxylate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到tert-butyl (3R,5aR,9aR,10S,10aR)-10-ethyl-5-oxo-3-phenyl-3,6,7,9a,10,10a-hexahydro-2H-[1,3]oxazolo[3,2-b]isoquinoline-5a-carboxylate
  参考文献：
  名称：

  An Unexpected Oxidation in the Generation of Cyclopenta[c]piperidines by Ring-Closing Metathesis

  摘要：

  Ring-closing metathesis reaction of dienes A (n = 1, R = CO2R') leads to fused cyclopentenones C instead of the expected cyclopentene derivatives B. RCM reaction of the other dienes A takes place satisfactorily, affording the expected fused cycloalkene derivatives B. Cyclohexene B (n = 2, R = CO2R') also undergoes oxidation to the corresponding cyclohexenone C.

  DOI：

  10.1021/ol901704f