(1R,2S,3S,4S)-3-tert-butoxycarbonylaminobicyclo[2.2.1]heptane-2-carboxylic acid | 129941-85-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2S,3S,4S)-3-tert-butoxycarbonylaminobicyclo[2.2.1]heptane-2-carboxylic acid
• 英文别名: Bicyclo[2.2.1]heptane-2-carboxylic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, [1R-(2-exo,3-endo)]-；(1R,2S,3S,4S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]bicyclo[2.2.1]heptane-2-carboxylic acid
• CAS: 129941-85-1
• 化学式: C₁₃H₂₁NO₄
• 分子量: 255.314
• InChiKey: BWIMUIWFDXMFLE-KATARQTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1R,2S,3S,4S,3'R)-[N-(4-carboxyphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-tert-butoxycarbonylaminobicyclo[2.2.1]heptane-2-carboxylate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (1R,2S,3S,4S)-3-tert-butoxycarbonylaminobicyclo[2.2.1]heptane-2-carboxylic acid
  参考文献：
  名称：

  Asymmetric Diels–Alder reaction using a new chiral β-nitroacrylate for enantiopure trans-β-norbornane amino acid preparation

  摘要：

  The main nitronorbornene adduct derived from the asymmetric Diels-Alder reaction of (S)-benzyl-4-(3-(3-nitroacryloyloxy)-4,4- dimethyl-2-oxopyrrolidin-1-yl) benzoate (S)-1 and cyclopentadiene was isolated and transformed to afford the enantiopure bicyclic beta-amino acid (1S,2R,3R,4R)-trans-beta-norbornane amino acid 9. The enantiomer (1R,2S,3S,4S)-9 could be obtained by the same synthetic route by using the chiral auxiliary (R)-1. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.10.001