3-(benzyloxymethyl)-1H-pyrazolo[3,4-b]pyridine | 1095222-97-1

• 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-(benzyloxymethyl)-1H-pyrazolo[3,4-b]pyridine
• 英文别名: 3-(phenylmethoxymethyl)-2H-pyrazolo[3,4-b]pyridine
• CAS: 1095222-97-1
• 化学式: C₁₄H₁₃N₃O
• 分子量: 239.277
• InChiKey: WCIOJJBNXQTXAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(benzyloxymethyl)-1H-pyrazolo[3,4-b]pyridine 在 间氯过氧苯甲酸 作用下， 以 醋酸异丙酯 为溶剂， 以82%的产率得到3-benzyloxymethyl-1H-pyrazolo[3,4-b]pyridine 7-oxide
  参考文献：
  名称：

  Development of practical syntheses of potent non-nucleoside reverse transcriptase inhibitors

  摘要：

  The development of practical and efficient syntheses of the potent non-nucleoside reverse transcriptase inhibitors I and 2 is described. The preparation of I proceeded in four synthetic steps and in 48% overall yield from 3. The long-term synthesis of 2 proceeded in nine synthetic steps and in 47% overall yield from commercially available 2,6-diflurorpyridine. The route to 2 was highlighted by the three-step synthesis of intermediate 22 and the high yielding coupling between 18 and phenol 8. The overall sequence required no chromatography and has successfully been utilized for the manufacture of 2 on large scale. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2009.03.084

文献信息

• Development of practical syntheses of potent non-nucleoside reverse transcriptase inhibitors
  作者：Jeffrey T. Kuethe、Yong-Li Zhong、Mahbub Alam、Anthony D. Alorati、Gregory L. Beutner、Dongwei Cai、Fred J. Fleitz、Andrew D. Gibb、Amude Kassim、Kathleen Linn、Danny Mancheno、Benjamin Marcune、Philip J. Pye、Jeremy P. Scott、David M. Tellers、Bangping Xiang、Nobuyoshi Yasuda、Jingjun Yin、Ian W. Davies

  DOI：10.1016/j.tet.2009.03.084

  日期：2009.6

  The development of practical and efficient syntheses of the potent non-nucleoside reverse transcriptase inhibitors I and 2 is described. The preparation of I proceeded in four synthetic steps and in 48% overall yield from 3. The long-term synthesis of 2 proceeded in nine synthetic steps and in 47% overall yield from commercially available 2,6-diflurorpyridine. The route to 2 was highlighted by the three-step synthesis of intermediate 22 and the high yielding coupling between 18 and phenol 8. The overall sequence required no chromatography and has successfully been utilized for the manufacture of 2 on large scale. (C) 2009 Published by Elsevier Ltd.