5-(5-甲氧基吡啶-3-基)-1,3-恶唑 | 433332-13-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-(5-甲氧基吡啶-3-基)-1,3-恶唑
• 英文名称: Pyridine, 3-methoxy-5-(5-oxazolyl)-
• 英文别名: 5-(5-methoxypyridin-3-yl)-1,3-oxazole
• CAS: 433332-13-9
• 化学式: C₉H₈N₂O₂
• 分子量: 176.175
• InChiKey: OCXPKOJCTIQPPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(5-甲氧基吡啶-3-基)-1,3-恶唑 在 异丙基氯化镁 作用下， 以 乙腈 为溶剂， 生成 (2S)-4-[2-[5-(5-methoxypyridin-3-yl)-1,3-oxazol-2-yl]propan-2-yl]-N-(2,2,2-trifluoroethyl)piperazine-2-carboxamide;naphthalene-2-sulfonic acid
  参考文献：
  名称：

  Approaches to installing a N-gem-dimethylmethylene-2-oxazolyl group and application to the synthesis of a second generation HIV protease inhibitor

  摘要：

  Two syntheses of the title compound I were developed based on different approaches for installing the oxazole ring moiety. Formation and dehydration of ketoamide was initially used and scaled up to afford I on several kilogram scale, then oxazolyl anion/iminium coupling reaction was developed for a more convergent approach. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.103
• 作为产物：
  描述：

  3-溴-5-甲氧基吡啶 在 异丙基氯化镁 、 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 生成 5-(5-甲氧基吡啶-3-基)-1,3-恶唑
  参考文献：
  名称：

  Approaches to installing a N-gem-dimethylmethylene-2-oxazolyl group and application to the synthesis of a second generation HIV protease inhibitor

  摘要：

  Two syntheses of the title compound I were developed based on different approaches for installing the oxazole ring moiety. Formation and dehydration of ketoamide was initially used and scaled up to afford I on several kilogram scale, then oxazolyl anion/iminium coupling reaction was developed for a more convergent approach. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.103

文献信息

• A direct preparation of silyl oxazoles: a dramatic chemoselectivity difference between R3SiOTf and R3SiCl
  作者：Ross A. Miller、Randi M. Smith、Sandor Karady、Robert A. Reamer

  DOI：10.1016/s0040-4039(01)02342-5

  日期：2002.2

  General. highly selective silylation conditions for the ambident oxazole anion (isocyano enolate) have been found. The chemoselectivity between O-silylation and C-silylation changed from <1:99 to >99:1 upon switching from R3SiCl to R3SiOTf. (C) 2002 Elsevier Science Ltd. All rights reserved.