Cbz-MeHis(Cbz)-OMe | 1192262-16-0

• 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: Cbz-MeHis(Cbz)-OMe
• 英文别名: benzyl 4-[(2S)-3-methoxy-2-[methyl(phenylmethoxycarbonyl)amino]-3-oxopropyl]imidazole-1-carboxylate
• CAS: 1192262-16-0
• 化学式: C₂₄H₂₅N₃O₆
• 分子量: 451.479
• InChiKey: QWYYDNWGZUKCBU-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Cbz-MeHis(Cbz)-OMe 在 甲醇 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以88%的产率得到Cbz-MeHis-OMe
  参考文献：
  名称：

  Synthesis of a Cyclic Pentapeptide Mimic of the Active Site His-Tyr Cofactor of Cytochrome c Oxidase

  摘要：

  Arylboronic acid based technology provides a mild, regioselective, and nontoxic N-arylation procedure for accessing the Unusual N-arylated side chain histidine found in the active site of cytochrome c oxidase (CcO) The N-arylated histidine is elaborated to the complete cytochrome c oxidase cyclic pentapeptide cofactor. Molecular modeling of the cofactor provides insight into the dynamic character of the N-aryl bond.

  DOI：

  10.1021/jo901744y
• 作为产物：
  描述：

  苯甲氧羰酰琥珀酰亚胺 、 Nα-methyl-L-histidine methyl ester 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以88%的产率得到Cbz-MeHis(Cbz)-OMe
  参考文献：
  名称：

  Synthesis of a Cyclic Pentapeptide Mimic of the Active Site His-Tyr Cofactor of Cytochrome c Oxidase

  摘要：

  Arylboronic acid based technology provides a mild, regioselective, and nontoxic N-arylation procedure for accessing the Unusual N-arylated side chain histidine found in the active site of cytochrome c oxidase (CcO) The N-arylated histidine is elaborated to the complete cytochrome c oxidase cyclic pentapeptide cofactor. Molecular modeling of the cofactor provides insight into the dynamic character of the N-aryl bond.

  DOI：

  10.1021/jo901744y

文献信息

• Synthesis of a Cyclic Pentapeptide Mimic of the Active Site His-Tyr Cofactor of Cytochrome <i>c</i> Oxidase
  作者：Maximillian E. Mahoney、Allen Oliver、Ólöf Einarsdóttir、Joseph P. Konopelski

  DOI：10.1021/jo901744y

  日期：2009.11.6

  Arylboronic acid based technology provides a mild, regioselective, and nontoxic N-arylation procedure for accessing the Unusual N-arylated side chain histidine found in the active site of cytochrome c oxidase (CcO) The N-arylated histidine is elaborated to the complete cytochrome c oxidase cyclic pentapeptide cofactor. Molecular modeling of the cofactor provides insight into the dynamic character of the N-aryl bond.