methyl 4(R)-(4-nitrobenzoyloxy)-1-[1(R)-phenylethyl]piperidine-2(R)-carboxylate | 1103929-40-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 4(R)-(4-nitrobenzoyloxy)-1-[1(R)-phenylethyl]piperidine-2(R)-carboxylate
• 英文别名: Methyl (2R,4R)-4-[(4-Nitrobenzoyl)oxy]-1-[(R)-1-phenylethyl]piperidine-2-carboxylate；methyl (2R,4R)-4-(4-nitrobenzoyl)oxy-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate
• CAS: 1103929-40-3
• 化学式: C₂₂H₂₄N₂O₆
• 分子量: 412.442
• InChiKey: ZKEDMGQTXQUYGA-CDHQVMDDSA-N

物化性质

• 熔点：
  70-96 °C
• 沸点：
  530.3±50.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 4(R)-(4-nitrobenzoyloxy)-1-[1(R)-phenylethyl]piperidine-2(R)-carboxylate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以84%的产率得到methyl 4(R)-hydroxy-1-[1(R)-phenylethyl]piperidine-2(R)-carboxylate
  参考文献：
  名称：

  Validation of high-affinity binding sites for succinic acid through distinguishable binding of gamma-hydroxybutyric acid receptor-specific NCS 382 antipodes

  摘要：

  Gamma-hydroxybutyric acid (GHB) binding to multiple sites for the tricarboxylic acid cycle intermediate succinic acid (SUC) has been disclosed recently. In order to better characterize these targets, distinguishable binding of GHB receptor-specific NCS 382 antipodes to [H-3]-SUC or [H-3]-GHB labelled sites in rat brain synaptic membranes was explored. Eutomer binding parameters suggest identity of the high-affinity target for SUC with a synaptic GHB receptor subtype. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.083
• 作为产物：
  描述：

  methyl (2R,4S)-4-hydroxy-1-((R)-1-phenylethyl)piperidine-2-carboxylate 、 对硝基苯甲酸 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以51%的产率得到methyl 4(R)-(4-nitrobenzoyloxy)-1-[1(R)-phenylethyl]piperidine-2(R)-carboxylate
  参考文献：
  名称：

  Validation of high-affinity binding sites for succinic acid through distinguishable binding of gamma-hydroxybutyric acid receptor-specific NCS 382 antipodes

  摘要：

  Gamma-hydroxybutyric acid (GHB) binding to multiple sites for the tricarboxylic acid cycle intermediate succinic acid (SUC) has been disclosed recently. In order to better characterize these targets, distinguishable binding of GHB receptor-specific NCS 382 antipodes to [H-3]-SUC or [H-3]-GHB labelled sites in rat brain synaptic membranes was explored. Eutomer binding parameters suggest identity of the high-affinity target for SUC with a synaptic GHB receptor subtype. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.083