cyclo[-His(Tr)-His(Tr)-] | 1166827-35-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: cyclo[-His(Tr)-His(Tr)-]
• 英文别名: (3S,6S)-3,6-bis[(1-tritylimidazol-4-yl)methyl]piperazine-2,5-dione
• CAS: 1166827-35-5
• 化学式: C₅₀H₄₂N₆O₂
• 分子量: 758.922
• InChiKey: FIHICRJSIOXUQB-ZYBCLOSLSA-N

物化性质

• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  58
• 可旋转键数：
  12
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  93.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三苯基氯甲烷 、 cyclo(L-histidyl-L-histidyl) 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以31%的产率得到cyclo[-His(Tr)-His(Tr)-]
  参考文献：
  名称：

  Cyclo[-His-His-] Derived C2-Symmetric Diketopiperazine as Chiral Ligand for Asymmetric Diels-Alder Reactions

  摘要：

  A cyclic dipeptide based chiral ligand, cyclo[-His(Tr)-His(Tr)-] (Tr = triphenylmethyl), was designed and prepared through bis-N(tau)-tritylation of two imidazole rings of cyclo[-His-His-]. The complex prepared in situ by mixing Cu(OTf)(2) with equimolar amount of this ligand successfully catalyzed asymmetric Diels-Alder reactions in fair to good yields and moderate selectivities.

  DOI：

  10.3987/com-08-11604
• 作为试剂：
  描述：

  环戊二烯 、 3-(4-硝基苯基)-1-(2-吡啶基)-2-丙烯酮 在 cyclo[-His(Tr)-His(Tr)-] 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 [(1S,2R,3R,4R)-3-(4-nitrophenyl)-2-bicyclo[2.2.1]hept-5-enyl]-pyridin-2-ylmethanone 、 (3-(4-nitrophenyl)bicyclo[2.2.1]hept-5-en-2-yl)(pyridin-2-yl)methanone 、 (3-(4-nitrophenyl)bicyclo[2.2.1]hept-5-en-2-yl)(pyridin-2-yl)methanone
  参考文献：
  名称：

  Cyclo[-His-His-] Derived C2-Symmetric Diketopiperazine as Chiral Ligand for Asymmetric Diels-Alder Reactions

  摘要：

  A cyclic dipeptide based chiral ligand, cyclo[-His(Tr)-His(Tr)-] (Tr = triphenylmethyl), was designed and prepared through bis-N(tau)-tritylation of two imidazole rings of cyclo[-His-His-]. The complex prepared in situ by mixing Cu(OTf)(2) with equimolar amount of this ligand successfully catalyzed asymmetric Diels-Alder reactions in fair to good yields and moderate selectivities.

  DOI：

  10.3987/com-08-11604

文献信息

• Cyclo[-His-His-] Derived C2-Symmetric Diketopiperazine as Chiral Ligand for Asymmetric Diels-Alder Reactions
  作者：Kazuaki Kudo、Masahiro Furutani、Seiji Sakamoto

  DOI：10.3987/com-08-11604

  日期：——

  A cyclic dipeptide based chiral ligand, cyclo[-His(Tr)-His(Tr)-] (Tr = triphenylmethyl), was designed and prepared through bis-N(tau)-tritylation of two imidazole rings of cyclo[-His-His-]. The complex prepared in situ by mixing Cu(OTf)(2) with equimolar amount of this ligand successfully catalyzed asymmetric Diels-Alder reactions in fair to good yields and moderate selectivities.