1-benzyl-3-[2-(tert-butyldimethylsilanoxy)ethyl]-4-methoxy-1,4,5,6-tetrahydropyridine | 412054-27-4

• 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: 1-benzyl-3-[2-(tert-butyldimethylsilanoxy)ethyl]-4-methoxy-1,4,5,6-tetrahydropyridine
• 英文别名: 2-(1-benzyl-4-methoxy-3,4-dihydro-2H-pyridin-5-yl)ethoxy-tert-butyl-dimethylsilane
• CAS: 412054-27-4
• 化学式: C₂₁H₃₅NO₂Si
• 分子量: 361.6
• InChiKey: ZUSZCTDYZMXYFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-[2-(tert-butyldimethylsilanoxy)ethyl]-4-methoxy-1,4,5,6-tetrahydropyridine 以 二氯甲烷 为溶剂， 反应 15.08h， 生成 ethyl (4aS,8R,8aR)-8-amino-2-benzyl-8a-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-7-methyl-1,3,4,4a,5,8-hexahydroisoquinoline-5-carboxylate
  参考文献：
  名称：

  From a Biogenetic Scenario to a Synthesis of the ABC Ring of Manzamine A

  摘要：

  On the basis of a biogenetic proposal for explaining the biogenesis of manzamine A, the cycloaddition of dihydropyridinium salt 26 with diene derivative 5 leads to adducts 27. These adducts, as well as their related and previously described analogues 9, are now shown to be precursors of diene derivatives such as 10, 13, and 28. Treatment of diene 32 with sodium azide resulted in a one-step formation of the tricyclic imino derivative 34. This key intermediate was further transformed into tricyclic derivative 40, which possesses the essential features of the ABC ring of manzamine A.

  DOI：

  10.1021/jo0162033
• 作为产物：
  描述：

  3-(2-ethyl)pyridine 在 sodium tetrahydroborate 、 间氯过氧苯甲酸 、 三氟乙酸酐 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 41.66h， 生成 1-benzyl-3-[2-(tert-butyldimethylsilanoxy)ethyl]-4-methoxy-1,4,5,6-tetrahydropyridine
  参考文献：
  名称：

  From a Biogenetic Scenario to a Synthesis of the ABC Ring of Manzamine A

  摘要：

  On the basis of a biogenetic proposal for explaining the biogenesis of manzamine A, the cycloaddition of dihydropyridinium salt 26 with diene derivative 5 leads to adducts 27. These adducts, as well as their related and previously described analogues 9, are now shown to be precursors of diene derivatives such as 10, 13, and 28. Treatment of diene 32 with sodium azide resulted in a one-step formation of the tricyclic imino derivative 34. This key intermediate was further transformed into tricyclic derivative 40, which possesses the essential features of the ABC ring of manzamine A.

  DOI：

  10.1021/jo0162033

文献信息

• From a Biogenetic Scenario to a Synthesis of the ABC Ring of Manzamine A
  作者：Matthias Herdemann、Ali Al-Mourabit、Marie-Thérèse Martin、Christian Marazano

  DOI：10.1021/jo0162033

  日期：2002.3.1

  On the basis of a biogenetic proposal for explaining the biogenesis of manzamine A, the cycloaddition of dihydropyridinium salt 26 with diene derivative 5 leads to adducts 27. These adducts, as well as their related and previously described analogues 9, are now shown to be precursors of diene derivatives such as 10, 13, and 28. Treatment of diene 32 with sodium azide resulted in a one-step formation of the tricyclic imino derivative 34. This key intermediate was further transformed into tricyclic derivative 40, which possesses the essential features of the ABC ring of manzamine A.