6-methylpyridin-3-yl methanesulfonate | 1390631-61-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-methylpyridin-3-yl methanesulfonate
• 英文别名: (6-Methylpyridin-3-yl) methanesulfonate
• CAS: 1390631-61-4
• 化学式: C₇H₉NO₃S
• 分子量: 187.219
• InChiKey: WQNRCBDACARGIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-methylpyridin-3-yl methanesulfonate 、 2,6-dimethyloxan-4-ol 在 sodium t-butanolate 作用下， 以 N,N-二甲基甲酰胺-d7 为溶剂， 生成 Sodium salt of 2-methyl 5-hydroxy pyridine 、 meso-(2R,4r,6S)-2,6-dimethyltetrahydro-2H-pyran-4-yl methanesulfonate 、
  参考文献：
  名称：

  Synthesis of Aryl Ethers via a Sulfonyl Transfer Reaction

  摘要：

  A general synthesis of aryl ethers from primary and secondary alcohols and aryl mesylates is presented. The reaction proceeds via a sulfonyl-transfer mechanism. In this paper, we compare the sulfonyl transfer reaction to Mitsunobu ether formation. The reaction can be employed in a multistep synthesis where the aryl mesylate is used as a phenol protecting group and then as an activating group for ether formation. This protecting/activating group strategy is demonstrated using raloxifene as the target.

  DOI：

  10.1021/ol301615z
• 作为产物：
  描述：

  3-羟基-6-甲基吡啶 、 甲基磺酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以41%的产率得到6-methylpyridin-3-yl methanesulfonate
  参考文献：
  名称：

  Synthesis of Aryl Ethers via a Sulfonyl Transfer Reaction

  摘要：

  A general synthesis of aryl ethers from primary and secondary alcohols and aryl mesylates is presented. The reaction proceeds via a sulfonyl-transfer mechanism. In this paper, we compare the sulfonyl transfer reaction to Mitsunobu ether formation. The reaction can be employed in a multistep synthesis where the aryl mesylate is used as a phenol protecting group and then as an activating group for ether formation. This protecting/activating group strategy is demonstrated using raloxifene as the target.

  DOI：

  10.1021/ol301615z