6-(12-hydroxydodecyl)-2-methyl-3-pyridinol | 877773-72-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-(12-hydroxydodecyl)-2-methyl-3-pyridinol
• 英文别名: 6-(12-Hydroxydodecyl)-2-methylpyridin-3-ol
• CAS: 877773-72-3
• 化学式: C₁₈H₃₁NO₂
• 分子量: 293.45
• InChiKey: QTGUCNHZAOASDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(12-hydroxydodecyl)-2-methyl-3-pyridinol 在 Rh/Al₂O₃ 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 (2α,5α,6α)-5-hydroxy-6-methyl-2-piperidinedodecanol
  参考文献：
  名称：

  Syntheses of Ficuseptine, Juliprosine, and Juliprosopine by Biomimetic Intramolecular Chichibabin Pyridine Syntheses

  摘要：

  Biomimetic intramolecular Chichibabin pyridine syntheses using two molecules of an aldehyde and 4-aminobutanal dimethyl acetal (6) proceed efficiently in AcOH at 95 degrees C to give 2,3-dihydro-1H-indolizinium salts. Reaction occurs at 25 degrees C if 1-pyrroline (5) is used instead of 6. This reaction has been used for a one-step synthesis of ficuseptine (1) and the first syntheses of juliprosine (2) and juliprosopine (17t), which is now assigned as the trans stereoisomer.

  DOI：

  10.1021/ol050931l
• 作为产物：
  描述：

  6-溴-3-羟基-2-甲基吡啶 在 甲醇 、 硫酸 、 magnesium 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 35.0h， 生成 6-(12-hydroxydodecyl)-2-methyl-3-pyridinol
  参考文献：
  名称：

  Syntheses of Ficuseptine, Juliprosine, and Juliprosopine by Biomimetic Intramolecular Chichibabin Pyridine Syntheses

  摘要：

  Biomimetic intramolecular Chichibabin pyridine syntheses using two molecules of an aldehyde and 4-aminobutanal dimethyl acetal (6) proceed efficiently in AcOH at 95 degrees C to give 2,3-dihydro-1H-indolizinium salts. Reaction occurs at 25 degrees C if 1-pyrroline (5) is used instead of 6. This reaction has been used for a one-step synthesis of ficuseptine (1) and the first syntheses of juliprosine (2) and juliprosopine (17t), which is now assigned as the trans stereoisomer.

  DOI：

  10.1021/ol050931l

文献信息

• Syntheses of Ficuseptine, Juliprosine, and Juliprosopine by Biomimetic Intramolecular Chichibabin Pyridine Syntheses
  作者：Barry B. Snider、Bobbianna J. Neubert

  DOI：10.1021/ol050931l

  日期：2005.6.1

  Biomimetic intramolecular Chichibabin pyridine syntheses using two molecules of an aldehyde and 4-aminobutanal dimethyl acetal (6) proceed efficiently in AcOH at 95 degrees C to give 2,3-dihydro-1H-indolizinium salts. Reaction occurs at 25 degrees C if 1-pyrroline (5) is used instead of 6. This reaction has been used for a one-step synthesis of ficuseptine (1) and the first syntheses of juliprosine (2) and juliprosopine (17t), which is now assigned as the trans stereoisomer.