(3RS,5RS)-3-methylhexahydro-3H-pyrido[1,2-c][1,3]oxazin-1-one | 137105-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (3RS,5RS)-3-methylhexahydro-3H-pyrido[1,2-c][1,3]oxazin-1-one
• 英文别名: (3R,4aR)-3-methyl-4,4a,5,6,7,8-hexahydro-3H-pyrido[1,2-c][1,3]oxazin-1-one
• CAS: 137105-67-0
• 化学式: C₉H₁₅NO₂
• 分子量: 169.224
• InChiKey: AJBNUICUPDKIFP-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3RS,5RS)-3-methylhexahydro-3H-pyrido[1,2-c][1,3]oxazin-1-one 在 氢氧化钾 作用下， 生成 景天定
  参考文献：
  名称：

  Diastereoselective intramolecular diels-alder reaction of N-alkoxycarbonyl -1-aza-1,3-butadienes and a total synthesis of the piperidine alkaloid, (±)-sedridine.

  摘要：

  Total synthesis of (+/-)-sedridine, the piperidine alkaloid, was accomplished on the basis of diastereoselective intramolecular Diels-Alder reaction of the psi',omega'-unsaturated N-alkoxycarbonyl-1-aza-1,3-butadiene generated in situ from N-trimethylsilyl-1-aza-butadiene and the chloroformate of 4-penten-2-ol.

  DOI：

  10.1016/s0040-4039(00)92173-7
• 作为产物：
  描述：

  (3R,4aR)-3-methyl-4,4a,5,6-tetrahydro-3H-pyrido[1,2-c][1,3]oxazin-1-one 在 palladium on activated charcoal 氢气 作用下， 生成 (3RS,5RS)-3-methylhexahydro-3H-pyrido[1,2-c][1,3]oxazin-1-one
  参考文献：
  名称：

  Diastereoselective intramolecular diels-alder reaction of N-alkoxycarbonyl -1-aza-1,3-butadienes and a total synthesis of the piperidine alkaloid, (±)-sedridine.

  摘要：

  Total synthesis of (+/-)-sedridine, the piperidine alkaloid, was accomplished on the basis of diastereoselective intramolecular Diels-Alder reaction of the psi',omega'-unsaturated N-alkoxycarbonyl-1-aza-1,3-butadiene generated in situ from N-trimethylsilyl-1-aza-butadiene and the chloroformate of 4-penten-2-ol.

  DOI：

  10.1016/s0040-4039(00)92173-7

文献信息

• Diastereoselective intramolecular diels-alder reaction of N-alkoxycarbonyl -1-aza-1,3-butadienes and a total synthesis of the piperidine alkaloid, (±)-sedridine.
  作者：Tadao Uyehara、Naoki Chiba、Ichiro Suzuki、Yoshinori Yamamoto

  DOI：10.1016/s0040-4039(00)92173-7

  日期：1991.1

  Total synthesis of (+/-)-sedridine, the piperidine alkaloid, was accomplished on the basis of diastereoselective intramolecular Diels-Alder reaction of the psi',omega'-unsaturated N-alkoxycarbonyl-1-aza-1,3-butadiene generated in situ from N-trimethylsilyl-1-aza-butadiene and the chloroformate of 4-penten-2-ol.