6-methoxymethyl-5-methyl-4-morpholino-1,2-diphenyl-1,2,3,6-tetrahydro-pyridine | 121405-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 6-methoxymethyl-5-methyl-4-morpholino-1,2-diphenyl-1,2,3,6-tetrahydro-pyridine
• 英文别名: (2S*,6S*)-2-(methoxymethyl)-3-methyl-4-morpholino-1,2-diphenyl-1,2,5,6-tetrahydropyridine；4-[(2S,6S)-6-(methoxymethyl)-5-methyl-1,2-diphenyl-3,6-dihydro-2H-pyridin-4-yl]morpholine
• CAS: 121405-22-9
• 化学式: C₂₄H₃₀N₂O₂
• 分子量: 378.514
• InChiKey: HXTNQMFUUDDODN-BJKOFHAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  24.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  苯甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 对甲苯磺酸 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 6-methoxymethyl-5-methyl-4-morpholino-1,2-diphenyl-1,2,3,6-tetrahydro-pyridine
  参考文献：
  名称：

  Stereoselective synthesis of 4-piperidone and 4-aminotetrahydropyridine derivatives by the imino Diels-Alder reaction of 2-amino-1,3-butadienes

  摘要：

  2-Amino-4-(alkoxymethyl)-1,3-butadienes react smoothly with nonactivated aldimines derived from aromatic aldehydes in the presence of ZnCl2 as Lewis acid giving rise, with good yields and very high stereoselectivity, to substituted 4-aminotetrahydropyridines which upon hydrolysis yield 4-piperidone derivatives. Moreover, the stereochemistry of the cyclization process depends on the nature of the N-substituent of the imine.

  DOI：

  10.1021/jo00064a030

文献信息

• A new 2-aminobuta-1,3-diene derivative and its utility as a building block in hetero- and carbo-cyclization processes
  作者：José Barluenga、Fernando Aznar、Maria-Paz Cabal、Felix Hernández Cano、M de la Concepción Foces-Foces

  DOI：10.1039/c39880001247

  日期：——

  2-Morpholinobuta-1,3-diene cycloadds to aromatic aldehydes, N-benzylideneaniline, and methyl vinyl ketone, to give oxan-4-ones, 4-morpholinotetrahydropyridines, and 4-acetyl-1-morpholinocyclohexene derivatives, respectively, with a high degree of diastereoselectivity.

  将2-Morpholinobuta-1,3-diene环加成到芳族醛，N-苄叉基苯胺和甲基乙烯基酮上，分别得到oxan-4-ones，4-morpholinotetrahydropyridines和4-acetyl-1-morpholinocyclohexene衍生物。非对映选择性度。
• Barluenga, Jose; Aznar, Fernando; Cabal, Maria-Paz, Journal of the Chemical Society. Perkin transactions I, 1990, p. 633 - 638
  作者：Barluenga, Jose、Aznar, Fernando、Cabal, Maria-Paz、Valdes, Carlos

  DOI：——

  日期：——
• Barluenga, Jose, Bulletin des Societes Chimiques Belges, 1988, vol. 97, # 8-9, p. 545 - 572
  作者：Barluenga, Jose

  DOI：——

  日期：——
• Barluenga Jose, Aznar Fernando, Valdes Carlos, Cabal Marfa-Paz, J. Org. Chem., 58 (1993) N 12, S 3391-3396
  作者：Barluenga Jose, Aznar Fernando, Valdes Carlos, Cabal Marfa-Paz

  DOI：——

  日期：——