methyl 4-(4-chlorobenzyl)-2-oxooxazolidine-4-carboxylate | 1026093-63-9

• 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: methyl 4-(4-chlorobenzyl)-2-oxooxazolidine-4-carboxylate
• CAS: 1026093-63-9
• 化学式: C₁₂H₁₂ClNO₄
• 分子量: 269.685
• InChiKey: HNDNDXXLYPNSIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 4-(4-chlorobenzyl)-2-oxooxazolidine-4-carboxylate 在 lithium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以46%的产率得到2-氧代-4-[(4-氯苯基)甲基]恶唑烷-4-羧酸
  参考文献：
  名称：

  Design and synthesis of 3-arylpyrrolidine-2-carboxamide derivatives as melanocortin-4 receptor ligands

  摘要：

  Based on 3-phenylpropionamides, a series of 3-arylpyrrolidine-2-carboxamide derivatives was designed and synthesized to study the effect of cyclizations as melanocortin-4 receptor ligands. It was found that the 2R, 3R-pyrrolidine isomer possessed the most potent affinity among the four stereoisomers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.125
• 作为产物：
  描述：

  光气 、 methyl 2-amino-2-(4-chlorobenzyl)-3-hydroxypropanoate 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 methyl 4-(4-chlorobenzyl)-2-oxooxazolidine-4-carboxylate
  参考文献：
  名称：

  Design and synthesis of 3-arylpyrrolidine-2-carboxamide derivatives as melanocortin-4 receptor ligands

  摘要：

  Based on 3-phenylpropionamides, a series of 3-arylpyrrolidine-2-carboxamide derivatives was designed and synthesized to study the effect of cyclizations as melanocortin-4 receptor ligands. It was found that the 2R, 3R-pyrrolidine isomer possessed the most potent affinity among the four stereoisomers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.125