(R)-4-[1-((S)-1-Carboxy-2-phenyl-ethyl)-1H-pyrazol-3-yl]-oxazolidine-3-carboxylic acid tert-butyl ester | 258830-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (R)-4-[1-((S)-1-Carboxy-2-phenyl-ethyl)-1H-pyrazol-3-yl]-oxazolidine-3-carboxylic acid tert-butyl ester
• 英文别名: (2S)-2-[3-[(4R)-3-[(2-methylpropan-2-yl)oxycarbonyl]-1,3-oxazolidin-4-yl]pyrazol-1-yl]-3-phenylpropanoic acid
• CAS: 258830-50-1
• 化学式: C₂₀H₂₅N₃O₅
• 分子量: 387.436
• InChiKey: CLNTUVBSDCYOKR-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  93.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-4-[1-((S)-1-Carboxy-2-phenyl-ethyl)-1H-pyrazol-3-yl]-oxazolidine-3-carboxylic acid tert-butyl ester 在 氯化亚砜 、 jones' reagent 作用下， 反应 4.0h， 生成 (2R)-2-[1-[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]pyrazol-3-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid
  参考文献：
  名称：

  New pyrazole containing bicarboxylic α-amino acids: mimics of the cis amide bond

  摘要：

  A series of novel optically active oc-amino acids, containing a pyrazole ring, which can be regarded as building blocks for peptidomimetics, have been prepared starting from readily available oc-amino acids. The synthetic strategy employed allows the regio- and stereoselective preparation of 1,3- or 1,5-substituted pyrazolyl rings. The pyrazole containing peptidomimetics can be considered as analogues of peptides with a cis amide bond. (C) 1999 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01847-x
• 作为产物：
  描述：

  (S)-3-phenyl-2-ureido-propionic acid 在 氢氧化钾 、 sodium hypochlorite 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 14.5h， 生成 (R)-4-[1-((S)-1-Carboxy-2-phenyl-ethyl)-1H-pyrazol-3-yl]-oxazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  New pyrazole containing bicarboxylic α-amino acids: mimics of the cis amide bond

  摘要：

  A series of novel optically active oc-amino acids, containing a pyrazole ring, which can be regarded as building blocks for peptidomimetics, have been prepared starting from readily available oc-amino acids. The synthetic strategy employed allows the regio- and stereoselective preparation of 1,3- or 1,5-substituted pyrazolyl rings. The pyrazole containing peptidomimetics can be considered as analogues of peptides with a cis amide bond. (C) 1999 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01847-x