(S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine | 742107-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine
• CAS: 742107-35-3
• 化学式: C₂₅H₃₃N₃O₆
• 分子量: 471.554
• InChiKey: LCQZQTIXYOBFAG-DXBBTUNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  125.95
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  戊二酸酐 、 (S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 以62%的产率得到5-{(R)[(4R,5R)-5-(1S)-1-[N-(tert-butyloxycarbonyl)amino]-2-phenylethyl-2,2-dimethyl-1,3-dioxolan-4-yl]-(4-nitrophenyl)methylamino}-5-oxopentanoic acid
  参考文献：
  名称：

  Stereoselective synthesis of a novel pseudopeptide hapten for the generation of hydrolytic catalytic antibodies

  摘要：

  The synthesis of a novel hapten containing a 1,4-diamino-2,3-diolbutane core unit is described. The molecule contains four stereogenic centres and has been synthesised via a stereoselective route. The absolute stereochemistry of each stereogenic carbon atom has been assigned by nuclear Overhauser effect experiments carried out on a number of derivatives. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.05.005
• 作为产物：
  描述：

  (S)-1-{(4R,5R)-5-[(R)-azido-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine 在 水 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 (S)-1-{(4R,5R)-5-[(R)-amino-(4-nitrophenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-N-(tert-butyloxycarbonyl)-2-phenylethylamine
  参考文献：
  名称：

  Stereoselective synthesis of a novel pseudopeptide hapten for the generation of hydrolytic catalytic antibodies

  摘要：

  The synthesis of a novel hapten containing a 1,4-diamino-2,3-diolbutane core unit is described. The molecule contains four stereogenic centres and has been synthesised via a stereoselective route. The absolute stereochemistry of each stereogenic carbon atom has been assigned by nuclear Overhauser effect experiments carried out on a number of derivatives. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.05.005