rac-methyl (3R,4S)-4-(2-methylphenyl)pyrrolidine-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: rac-methyl (3R,4S)-4-(2-methylphenyl)pyrrolidine-3-carboxylate
• 英文别名: methyl (3S,4R)-4-(2-methylphenyl)pyrrolidine-3-carboxylate
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: DXKKIJWBEMULEW-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  rac-methyl (3R,4S)-4-(2-methylphenyl)pyrrolidine-3-carboxylate 、 二碳酸二叔丁酯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Pyrrolidine-carboxamides and oxadiazoles as potent hNK1 antagonists

  摘要：

  The preparation and structure-activity-relationships of novel pyrrolidine-carboxamides and oxadiazoles are described. Compounds in this series were found to be potent hNK(1) antagonists in vitro and efficacious in vivo with minimal interactions with P-450 liver enzymes. Oxadiazole analog 22 was determined to have excellent hNK(1) binding affinity, functional activity, and a good PD response in vivo. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.028
• 作为产物：
  描述：

  methyl (3R,4S)-1-benzyl-4-(2-methylphenyl)pyrrolidine-3-carboxylate 在 1-氯乙基氯甲酸酯 、 甲醇 作用下， 以 甲苯 为溶剂， 生成 rac-methyl (3R,4S)-4-(2-methylphenyl)pyrrolidine-3-carboxylate
  参考文献：
  名称：

  Pyrrolidine-carboxamides and oxadiazoles as potent hNK1 antagonists

  摘要：

  The preparation and structure-activity-relationships of novel pyrrolidine-carboxamides and oxadiazoles are described. Compounds in this series were found to be potent hNK(1) antagonists in vitro and efficacious in vivo with minimal interactions with P-450 liver enzymes. Oxadiazole analog 22 was determined to have excellent hNK(1) binding affinity, functional activity, and a good PD response in vivo. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.028

文献信息

• 3,4-SUBSTITUTED PYRROLIDINE BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2231558B1

  公开（公告）日：2014-09-03