3-hydroxymethyl-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester | 1095223-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 英文名称: 3-hydroxymethyl-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester
• 英文别名: 1H-Pyrazolo[3,4-b]pyridine-1-carboxylic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester；tert-butyl 3-(hydroxymethyl)pyrazolo[3,4-b]pyridine-1-carboxylate
• CAS: 1095223-35-0
• 化学式: C₁₂H₁₅N₃O₃
• 分子量: 249.269
• InChiKey: AHNUEHKLWFBISH-UHFFFAOYSA-N

物化性质

• 熔点：
  68-69 °C
• 沸点：
  417.3±53.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-hydroxymethyl-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester 、 甲基磺酰氯 在 三乙胺 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 0.75h， 生成
  参考文献：
  名称：

  Expedient Synthesis of 3-Alkoxymethyl- and 3-Aminomethyl-Pyrazolo[3,4-b]pyridines

  摘要：

  An effective strategy has been developed for the preparation of 3-alkoxymethyl-pyrazolo[3,4-b]pyridines, compounds that are currently not readily accessible by existing synthetic methods. Further manipulation of these compounds allows for access to 3-alkoxymethyl-pyrazolo[3,4-b]pyridines with a variety of substitution patterns as well as 3-aminomethyl-pyrazolo[3,4-b]pyridines.

  DOI：

  10.1021/jo802363q
• 作为产物：
  描述：

  3-(tetrahydro-pyran-2-yloxymethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester 在 水 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以89%的产率得到3-hydroxymethyl-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Expedient Synthesis of 3-Alkoxymethyl- and 3-Aminomethyl-Pyrazolo[3,4-b]pyridines

  摘要：

  An effective strategy has been developed for the preparation of 3-alkoxymethyl-pyrazolo[3,4-b]pyridines, compounds that are currently not readily accessible by existing synthetic methods. Further manipulation of these compounds allows for access to 3-alkoxymethyl-pyrazolo[3,4-b]pyridines with a variety of substitution patterns as well as 3-aminomethyl-pyrazolo[3,4-b]pyridines.

  DOI：

  10.1021/jo802363q

文献信息

• Expedient Synthesis of 3-Alkoxymethyl- and 3-Aminomethyl-Pyrazolo[3,4-<i>b</i>]pyridines
  作者：Gregory L. Beutner、Jeffrey T. Kuethe、Mary M. Kim、Nobuyoshi Yasuda

  DOI：10.1021/jo802363q

  日期：2009.1.16

  An effective strategy has been developed for the preparation of 3-alkoxymethyl-pyrazolo[3,4-b]pyridines, compounds that are currently not readily accessible by existing synthetic methods. Further manipulation of these compounds allows for access to 3-alkoxymethyl-pyrazolo[3,4-b]pyridines with a variety of substitution patterns as well as 3-aminomethyl-pyrazolo[3,4-b]pyridines.