Ethyl (2S)-1-(tert-butoxycarbonyl)-4-cyclohexylidenepyroglutamate | 213777-88-9

• 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: Ethyl (2S)-1-(tert-butoxycarbonyl)-4-cyclohexylidenepyroglutamate
• 英文别名: 1-O-tert-butyl 2-O-ethyl (2S)-4-cyclohexylidene-5-oxopyrrolidine-1,2-dicarboxylate
• CAS: 213777-88-9
• 化学式: C₁₈H₂₇NO₅
• 分子量: 337.416
• InChiKey: LVRPLNLNRPIVAP-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl (2S)-1-(tert-butoxycarbonyl)-4-cyclohexylidenepyroglutamate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 (S)-2-tert-Butoxycarbonylamino-4-cyclohexylidene-pentanedioic acid
  参考文献：
  名称：

  4-Alkylidenyl glutamic acids, potent and selective GluR5 agonists

  摘要：

  Twenty-four 4-alkylidene glutamic acids were synthesised and tested as potential subtype selective GluR5 and 6 ligands. It was found that a critical size of alkylidene group gave potent and selective GluR5 receptor agonists. LY339624 had K(i)s of 0.0326 and >100 mu M on GluR5 and 6 receptors, respectively. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00346-2
• 作为产物：
  描述：

  1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate 在 甲基磺酰氯 、 三乙胺 作用下， 生成 Ethyl (2S)-1-(tert-butoxycarbonyl)-4-cyclohexylidenepyroglutamate
  参考文献：
  名称：

  4-Alkylidenyl glutamic acids, potent and selective GluR5 agonists

  摘要：

  Twenty-four 4-alkylidene glutamic acids were synthesised and tested as potential subtype selective GluR5 and 6 ligands. It was found that a critical size of alkylidene group gave potent and selective GluR5 receptor agonists. LY339624 had K(i)s of 0.0326 and >100 mu M on GluR5 and 6 receptors, respectively. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00346-2