{[(8R,11R)-11-Amino-10-oxo-3,16-bis-(toluene-4-sulfonyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid pentafluorophenyl ester; compound with trifluoro-acetic acid | 142824-68-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: {[(8R,11R)-11-Amino-10-oxo-3,16-bis-(toluene-4-sulfonyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid pentafluorophenyl ester; compound with trifluoro-acetic acid
• CAS: 142824-68-8
• 化学式: C₂HF₃O₂*C₄₂H₄₆F₅N₅O₈S₂
• 分子量: 1022.0
• InChiKey: HNVFDYRQTIIMMM-ZNBLAKOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  69.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  222.58
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  {[(8R,11R)-11-Amino-10-oxo-3,16-bis-(toluene-4-sulfonyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid pentafluorophenyl ester; compound with trifluoro-acetic acid 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以55%的产率得到
  参考文献：
  名称：

  Synthesis of Doubly Cross-Linked Cyclic Hexapeptides

  摘要：

  Cyclic hexapeptides in which the adjacent N(epsilon)-nitrogens of cyclo-(Lys-Lys-Gly)2 are cross-linked by p-xylyl or (CH2)6 units have been prepared. The key steps in the syntheses of these novel types of peptide were the use of tosyl (or, less efficiently, trifluoroacetyl) as N(epsilon)-protection that allowed intramolecular cross-linking of the tripeptides Boc-Lys(R)-Lys(R)-Gly-OMe (R = Ts or CF3CO) using alpha,omega-dibromo-alkanes/ Cs2CO3, and the efficient cyclo-dimerisation of the pentafluoro-phenyl esters of the resultant cross-linked tripeptides.

  DOI：

  10.1016/s0040-4039(00)79854-6
• 作为产物：
  描述：

  {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(toluene-4-sulfonyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid 在 水 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 {[(8R,11R)-11-Amino-10-oxo-3,16-bis-(toluene-4-sulfonyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid pentafluorophenyl ester; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Synthesis of Doubly Cross-Linked Cyclic Hexapeptides

  摘要：

  Cyclic hexapeptides in which the adjacent N(epsilon)-nitrogens of cyclo-(Lys-Lys-Gly)2 are cross-linked by p-xylyl or (CH2)6 units have been prepared. The key steps in the syntheses of these novel types of peptide were the use of tosyl (or, less efficiently, trifluoroacetyl) as N(epsilon)-protection that allowed intramolecular cross-linking of the tripeptides Boc-Lys(R)-Lys(R)-Gly-OMe (R = Ts or CF3CO) using alpha,omega-dibromo-alkanes/ Cs2CO3, and the efficient cyclo-dimerisation of the pentafluoro-phenyl esters of the resultant cross-linked tripeptides.

  DOI：

  10.1016/s0040-4039(00)79854-6