(1R,3S)-1,2,2-trimethyl-3-((2-naphthylmethoxy)carbonyl)cyclopentane carboxylic acid | 1232408-92-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,3S)-1,2,2-trimethyl-3-((2-naphthylmethoxy)carbonyl)cyclopentane carboxylic acid
• CAS: 1232408-92-2
• 化学式: C₂₁H₂₄O₄
• 分子量: 340.419
• InChiKey: RMDRLHNQMBRUIW-UTKZUKDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1R,3S)-1,2,2-trimethyl-3-((2-naphthylmethoxy)carbonyl)cyclopentane carboxylic acid 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of d-camphor based γ-amino acid (1S,3R)-3-amino-2,2,3-trimethylcyclopentane carboxylic acid

  摘要：

  Synthesis of a gamma-amino acid derived from (1R,3S)-camphoric acid is described. D-(+)-Camphoric anhydride, prepared from D-(+)-camphoric acid by treatment with methanesulfonyl chloride and triethylamine, was reacted with benzyl alcohol and catalytic DMAP, and subsequently reacted in a Curtius rearrangement to afford the corresponding carbamate derivative. This derivative was converted to the desired gamma-amino acid through hydrogenolysis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.022
• 作为产物：
  描述：

  2-萘甲醇 、 (1R,3S)-(+)-樟脑酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 144.0h， 以56%的产率得到(1R,3S)-1,2,2-trimethyl-3-((2-naphthylmethoxy)carbonyl)cyclopentane carboxylic acid
  参考文献：
  名称：

  Synthesis of d-camphor based γ-amino acid (1S,3R)-3-amino-2,2,3-trimethylcyclopentane carboxylic acid

  摘要：

  Synthesis of a gamma-amino acid derived from (1R,3S)-camphoric acid is described. D-(+)-Camphoric anhydride, prepared from D-(+)-camphoric acid by treatment with methanesulfonyl chloride and triethylamine, was reacted with benzyl alcohol and catalytic DMAP, and subsequently reacted in a Curtius rearrangement to afford the corresponding carbamate derivative. This derivative was converted to the desired gamma-amino acid through hydrogenolysis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.022