2-[(S)-1-tert-Butoxycarbonylamino-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carboxylic acid 2,2,2-trichloro-ethyl ester | 339087-17-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[(S)-1-tert-Butoxycarbonylamino-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carboxylic acid 2,2,2-trichloro-ethyl ester
• CAS: 339087-17-1
• 化学式: C₁₈H₂₃Cl₃N₂O₈
• 分子量: 501.748
• InChiKey: QQVJIJJOXUMMSJ-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  134.03
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-[(S)-1-tert-Butoxycarbonylamino-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carboxylic acid 2,2,2-trichloro-ethyl ester 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 锌 作用下， 以 二氯甲烷 、 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 197.0h， 生成 C₄₅H₅₃Cl₃N₆O₁₆
  参考文献：
  名称：

  Improved synthesis of functionalized molecular platforms related to marine cyclopeptides

  摘要：

  We report an improved synthesis of new molecular platforms, functionalized for studies in molecular recognition and combinatorial chemistry. Their structures are related to naturally occurring marine cyclopeptides such as the Dolostatins and Dendroamides that feature side chain functionality positioned on the same face of a rigid platform. Incorporation of methyl substituted oxazole and thiazole rings into the platforms enhances the rigidity of structure and significantly improves the yields of the macrocyclization reaction in the synthesis. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01173-x
• 作为产物：
  描述：

  2-(2-benzyloxycarbonyl-1-tert-butoxycarbonylamino-ethyl)-5-methyl-oxazole-4-carboxylic acid 2,2,2-trichloro-ethyl ester 在 palladium on activated charcoal 4-二甲氨基吡啶 、 TEA 、 氢气 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 20.33h， 生成 2-[(S)-1-tert-Butoxycarbonylamino-2-(2-oxo-propoxycarbonyl)-ethyl]-5-methyl-oxazole-4-carboxylic acid 2,2,2-trichloro-ethyl ester
  参考文献：
  名称：

  Improved synthesis of functionalized molecular platforms related to marine cyclopeptides

  摘要：

  We report an improved synthesis of new molecular platforms, functionalized for studies in molecular recognition and combinatorial chemistry. Their structures are related to naturally occurring marine cyclopeptides such as the Dolostatins and Dendroamides that feature side chain functionality positioned on the same face of a rigid platform. Incorporation of methyl substituted oxazole and thiazole rings into the platforms enhances the rigidity of structure and significantly improves the yields of the macrocyclization reaction in the synthesis. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01173-x