rel-1-Methyl (1R,2R)-2-(5-borono-3-isoxazolyl)cyclopentanecarboxylate | 1191456-60-6

• 分子结构分类: 有机化合物
• 英文名称: rel-1-Methyl (1R,2R)-2-(5-borono-3-isoxazolyl)cyclopentanecarboxylate
• 英文别名: [3-[(1S,2S)-2-methoxycarbonylcyclopentyl]-1,2-oxazol-5-yl]boronic acid
• CAS: 1191456-60-6
• 化学式: C₁₀H₁₄BNO₅
• 分子量: 239.036
• InChiKey: CLPYWXCRUAELSB-BQBZGAKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.59
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  92.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  rel-1-Methyl (1R,2R)-2-(5-borono-3-isoxazolyl)cyclopentanecarboxylate 、 2-碘-6-(三氟甲基)苯酚 在 potassium phosphate 、 palladium bis[bis(diphenylphosphino)ferrocene] dichloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 以75%的产率得到
  参考文献：
  名称：

  Discovery of isoxazole voltage gated sodium channel blockers for treatment of chronic pain

  摘要：

  A series of novel isoxazole voltage gated sodium channel blockers have been synthesized and evaluated. Substitutions on the benzylic position of benzamide were investigated to determine their effect on Na(v)1.7 inhibitory potency. The spirocyclobutyl substitution had the most significant enhancement on Na(v)1.7 inhibitory activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.135
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 乙酸乙酯 为溶剂， 反应 0.25h， 生成 rel-1-Methyl (1R,2R)-2-(5-borono-3-isoxazolyl)cyclopentanecarboxylate
  参考文献：
  名称：

  Discovery of isoxazole voltage gated sodium channel blockers for treatment of chronic pain

  摘要：

  A series of novel isoxazole voltage gated sodium channel blockers have been synthesized and evaluated. Substitutions on the benzylic position of benzamide were investigated to determine their effect on Na(v)1.7 inhibitory potency. The spirocyclobutyl substitution had the most significant enhancement on Na(v)1.7 inhibitory activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.135