methyl (S)-2-(2,2-dimethyl-4,12-dioxo-3,13-dioxa-5,11-diazahexadec-15-en-6-yl)oxazole-4-carboxylate | 1042975-33-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl (S)-2-(2,2-dimethyl-4,12-dioxo-3,13-dioxa-5,11-diazahexadec-15-en-6-yl)oxazole-4-carboxylate
• CAS: 1042975-33-6
• 化学式: C₁₉H₂₉N₃O₇
• 分子量: 411.455
• InChiKey: AKUKMHDYWZEPMU-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  128.99
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  methyl (S)-2-(2,2-dimethyl-4,12-dioxo-3,13-dioxa-5,11-diazahexadec-15-en-6-yl)oxazole-4-carboxylate 在 lithium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.5h， 以95%的产率得到
  参考文献：
  名称：

  Cyclooligomerization of a Helix-Bearing Template into Macrocycles Bearing Multiple Helices

  摘要：

  Cyclooligomerization was investigated for separating and spatially arranging helical peptides as discontinuous surfaces. Tetrapeptide H-[Ile-Ser-Lys(Ox)]-OH, containing a turn-inducing oxazole constraint, was connected through its lysine side chain via a beta-alanine linker to the C-terminus of a two-turn helical nonapeptide Ac-(cyclo-4,8)-LRL [KARAD](Aib). The resulting helix-appended template was self-condensed and cyclized to a library of macrocycles (n = 2-6) containing multiple (2-6) helices. An NMR structure shows retention of alpha helicity in the cyclotrimer (n = 3).

  DOI：

  10.1021/ol801040c
• 作为产物：
  描述：

  Boc-Lys(H)(Ox)-OMe 、 氯甲酸烯丙酯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以100%的产率得到methyl (S)-2-(2,2-dimethyl-4,12-dioxo-3,13-dioxa-5,11-diazahexadec-15-en-6-yl)oxazole-4-carboxylate
  参考文献：
  名称：

  Cyclooligomerization of a Helix-Bearing Template into Macrocycles Bearing Multiple Helices

  摘要：

  Cyclooligomerization was investigated for separating and spatially arranging helical peptides as discontinuous surfaces. Tetrapeptide H-[Ile-Ser-Lys(Ox)]-OH, containing a turn-inducing oxazole constraint, was connected through its lysine side chain via a beta-alanine linker to the C-terminus of a two-turn helical nonapeptide Ac-(cyclo-4,8)-LRL [KARAD](Aib). The resulting helix-appended template was self-condensed and cyclized to a library of macrocycles (n = 2-6) containing multiple (2-6) helices. An NMR structure shows retention of alpha helicity in the cyclotrimer (n = 3).

  DOI：

  10.1021/ol801040c