(SR)-2-(p-tolylsulfinylmethyl)-2,3,4,5-tetrahydropyridine N-oxide | 263241-24-3

• 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: (SR)-2-(p-tolylsulfinylmethyl)-2,3,4,5-tetrahydropyridine N-oxide
• 英文别名: 6-[[(R)-(4-methylphenyl)sulfinyl]methyl]-1-oxido-2,3,4,5-tetrahydropyridin-1-ium
• CAS: 263241-24-3
• 化学式: C₁₃H₁₇NO₂S
• 分子量: 251.349
• InChiKey: CBPDZJXONAONKM-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (SR)-2-(p-tolylsulfinylmethyl)-2,3,4,5-tetrahydropyridine N-oxide 在 nickel(III) oxide 、 三氯化铝 、 Raney Ni (W-2) 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 水 为溶剂， 生成 euphococcinine
  参考文献：
  名称：

  Synthesis of Homochiral b-Sulfinyl Nitrones and Their Application for Enantioselective Synthesis of (+)-Euphococcinine

  摘要：

  Homochiral beta-sulfinyl nitrones can be prepared from secondary amines in three steps. Enantioselective synthesis of defensive alkaloid (+)-euphococcinine (9) has been accomplished by means of diastereoselective allylation of homochiral beta-sulfinyl nitrone (13) followed by intramolecular 1,3-dipolar cycloaddition reaction.

  DOI：

  10.3987/com-99-s81
• 作为产物：
  描述：

  2,3,4,5-四氢吡啶1-氧化物 在 双氧水 、 5-ethyl-3-methyllumiflavinium perchlorate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (SR)-2-(p-tolylsulfinylmethyl)-2,3,4,5-tetrahydropyridine N-oxide
  参考文献：
  名称：

  Synthesis of Homochiral b-Sulfinyl Nitrones and Their Application for Enantioselective Synthesis of (+)-Euphococcinine

  摘要：

  Homochiral beta-sulfinyl nitrones can be prepared from secondary amines in three steps. Enantioselective synthesis of defensive alkaloid (+)-euphococcinine (9) has been accomplished by means of diastereoselective allylation of homochiral beta-sulfinyl nitrone (13) followed by intramolecular 1,3-dipolar cycloaddition reaction.

  DOI：

  10.3987/com-99-s81

文献信息

• Synthesis of Homochiral b-Sulfinyl Nitrones and Their Application for Enantioselective Synthesis of (+)-Euphococcinine
  作者：Shun-ichi Murahashi、Shun-Ichi Murahashi、Jun Sun、Hiroyuki Kurosawa、Yasushi Imada

  DOI：10.3987/com-99-s81

  日期：——

  Homochiral beta-sulfinyl nitrones can be prepared from secondary amines in three steps. Enantioselective synthesis of defensive alkaloid (+)-euphococcinine (9) has been accomplished by means of diastereoselective allylation of homochiral beta-sulfinyl nitrone (13) followed by intramolecular 1,3-dipolar cycloaddition reaction.