{[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid benzyl ester | 142846-55-7

• 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: {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid benzyl ester
• CAS: 142846-55-7
• 化学式: C₃₈H₄₇F₆N₅O₈
• 分子量: 815.81
• InChiKey: UOMBFBYMUCLEAY-FQLXRVMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  57.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  163.45
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  {[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid benzyl ester 在 palladium on activated charcoal 水 、 氢气 、 caesium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成
  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：

  1,4-二(溴甲基)苯 、 Boc-Lys(COCF3)-Lys(COCF3)-Gly-OCH2Ph 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以31%的产率得到{[(8R,11R)-11-tert-Butoxycarbonylamino-10-oxo-3,16-bis-(2,2,2-trifluoro-acetyl)-3,9,16-triaza-bicyclo[16.2.2]docosa-1(21),18(22),19-triene-8-carbonyl]-amino}-acetic acid benzyl ester
  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