tert-butyl (2S,3S)-3-methyl-2-[[10-[[(2S,3S)-3-methyl-1-[(2-methylpropan-2-yl)oxy]-1-oxopentan-2-yl]carbamoyl]-2,8-dioxo-1,5,7,11-tetrazatricyclo[7.3.0.03,7]dodeca-3,5,9,11-tetraene-4-carbonyl]amino]pentanoate | 627874-21-9

• 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: tert-butyl (2S,3S)-3-methyl-2-[[10-[[(2S,3S)-3-methyl-1-[(2-methylpropan-2-yl)oxy]-1-oxopentan-2-yl]carbamoyl]-2,8-dioxo-1,5,7,11-tetrazatricyclo[7.3.0.03,7]dodeca-3,5,9,11-tetraene-4-carbonyl]amino]pentanoate
• CAS: 627874-21-9
• 化学式: C₃₀H₄₂N₆O₈
• 分子量: 614.699
• InChiKey: YUBCZKMBLGGQAU-XSLAGTTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  181
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,3S)-3-methyl-2-[[10-[[(2S,3S)-3-methyl-1-[(2-methylpropan-2-yl)oxy]-1-oxopentan-2-yl]carbamoyl]-2,8-dioxo-1,5,7,11-tetrazatricyclo[7.3.0.03,7]dodeca-3,5,9,11-tetraene-4-carbonyl]amino]pentanoate 、 (S)-2-Amino-N-[2-((S)-2-amino-3-phenyl-propionylamino)-ethyl]-3-phenyl-propionamide; compound with trifluoro-acetic acid 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以45%的产率得到
  参考文献：
  名称：

  Synthesis of Symmetric Bis(imidazole-4,5-dicarboxamides) Substituted with Amino Acids

  摘要：

  A series of symmetric bis(imidazole-4,5-dicarboxamides) (bis-I45DCs) were prepared with amino acid esters and a variety of linker groups. The critical pyrazine intermediates, substituted with amino acid esters, were synthesized by stoichiometric control of the amino acid ester, even though primary alkanamines, in comparison, generally offer less selectivity for this reaction. Diamines are added to subsequently react with and open the remaining acyl imidazole bonds in the pyrazine intermediates and thereby yield the bis-I45DCs.

  DOI：

  10.1021/jo049045z
• 作为产物：
  描述：

  4H,9H-diimidazo<1,5-a; 1',5'-d>pyrazine-5,10-dione-1,6-dicarboxylic dichloride 、 L-异亮氨酸叔丁酯盐酸盐 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以59%的产率得到tert-butyl (2S,3S)-3-methyl-2-[[10-[[(2S,3S)-3-methyl-1-[(2-methylpropan-2-yl)oxy]-1-oxopentan-2-yl]carbamoyl]-2,8-dioxo-1,5,7,11-tetrazatricyclo[7.3.0.03,7]dodeca-3,5,9,11-tetraene-4-carbonyl]amino]pentanoate
  参考文献：
  名称：

  Synthesis of Symmetric Bis(imidazole-4,5-dicarboxamides) Substituted with Amino Acids

  摘要：

  A series of symmetric bis(imidazole-4,5-dicarboxamides) (bis-I45DCs) were prepared with amino acid esters and a variety of linker groups. The critical pyrazine intermediates, substituted with amino acid esters, were synthesized by stoichiometric control of the amino acid ester, even though primary alkanamines, in comparison, generally offer less selectivity for this reaction. Diamines are added to subsequently react with and open the remaining acyl imidazole bonds in the pyrazine intermediates and thereby yield the bis-I45DCs.

  DOI：

  10.1021/jo049045z