(±)-(1R,3S)-1,2,2-trimethyl-3-(6-methyl-benzoxazol-2-yl)cyclopentanecarboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: (±)-(1R,3S)-1,2,2-trimethyl-3-(6-methyl-benzoxazol-2-yl)cyclopentanecarboxylic acid
• 英文别名: (1R,3S)-1,2,2-trimethyl-3-(6-methyl-1,3-benzoxazol-2-yl)cyclopentane-1-carboxylic acid
• 化学式: C₁₇H₂₁NO₃
• 分子量: 287.359
• InChiKey: GERWNHQIYPNIPH-DIFFPNOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  63.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  樟脑醌 、 6-氨基间甲酚 在 air 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 78.0h， 以34%的产率得到(±)-(1R,3S)-1,2,2-trimethyl-3-(6-methyl-benzoxazol-2-yl)cyclopentanecarboxylic acid
  参考文献：
  名称：

  Easy Access to cis-3-(Benzoxazol-2-yl)cyclopentanecarboxylic Acids from Camphorquinone and o-Aminophenols via an Unexpected Opening of Camphor Ring

  摘要：

  An unexpected formation of cis-1,2,2-trimethyl-3-(benzoxazol-2-yl)cyclopenta-necarboxylic acids was observed as the result of an oxidative C-C bond cleavage of the camphor ring in the intermediate imine during the condensation reactions between camphoroquinone and o-aminophenols conducted under open air conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.696302

文献信息

• Easy Access to <i>cis</i>-3-(Benzoxazol-2-yl)cyclopentanecarboxylic Acids from Camphorquinone and o-Aminophenols via an Unexpected Opening of Camphor Ring
  作者：Joanna Nowicka-Scheibe

  DOI：10.1080/00397911.2012.696302

  日期：2013.8.18

  An unexpected formation of cis-1,2,2-trimethyl-3-(benzoxazol-2-yl)cyclopenta-necarboxylic acids was observed as the result of an oxidative C-C bond cleavage of the camphor ring in the intermediate imine during the condensation reactions between camphoroquinone and o-aminophenols conducted under open air conditions. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.