(2R,4S)-4-(2,4-Dichloro-phenoxy)-piperidine-2-carboxylic acid methyl ester | 211055-76-4

• 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: (2R,4S)-4-(2,4-Dichloro-phenoxy)-piperidine-2-carboxylic acid methyl ester
• CAS: 211055-76-4
• 化学式: C₁₃H₁₅Cl₂NO₃
• 分子量: 304.173
• InChiKey: PQTRDSXANKKRCU-GXSJLCMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[(Adamantan-2-yl-oxy)-carbonyl]-amino-3-(1H-indol-3-yl)-2RS-methyl-propionic acid 、 (2R,4S)-4-(2,4-Dichloro-phenoxy)-piperidine-2-carboxylic acid methyl ester 在 sodium hydroxide 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 生成 (2R,4S)-1-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionyl]-4-(2,4-dichloro-phenoxy)-piperidine-2-carboxylic acid 、 (2R,4S)-1-[(S)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionyl]-4-(2,4-dichloro-phenoxy)-piperidine-2-carboxylic acid
  参考文献：
  名称：

  Novel constrained CCK-B dipeptoid antagonists derived from pipecolic acid

  摘要：

  A new series of 4-substituted pipecolic acid derivatives was prepared and incorporated into dipeptoids. The resulting products behave as moderately potent CCK-B antagonists but their constrained structure and its comparison with structurally related compounds yield valuable information about the conformational requirements for optimal recognition of the CCK-B receptor by antagonists. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00231-5
• 作为产物：
  描述：

  (2R,4S)-4-hydroxypipecolic acid methyl ester 在 palladium on activated charcoal 盐酸 、 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (2R,4S)-4-(2,4-Dichloro-phenoxy)-piperidine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Novel constrained CCK-B dipeptoid antagonists derived from pipecolic acid

  摘要：

  A new series of 4-substituted pipecolic acid derivatives was prepared and incorporated into dipeptoids. The resulting products behave as moderately potent CCK-B antagonists but their constrained structure and its comparison with structurally related compounds yield valuable information about the conformational requirements for optimal recognition of the CCK-B receptor by antagonists. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00231-5