Boc-Lys(Ts)-Lys(Ts)-Gly-OMe | 142824-65-5

• 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: Boc-Lys(Ts)-Lys(Ts)-Gly-OMe
• CAS: 142824-65-5
• 化学式: C₃₄H₅₁N₅O₁₀S₂
• 分子量: 753.938
• InChiKey: WYVHJHHBRKZCEN-VMPREFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  51.0
• 可旋转键数：
  20.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  215.17
• 氢给体数：
  5.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Boc-Lys(Ts)-Lys(Ts)-Gly-OMe 在 氢氧化钾 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 {[(2R,19R)-19-tert-Butoxycarbonylamino-20-oxo-7,14-bis-(toluene-4-sulfonyl)-1,7,14-triaza-cycloicosane-2-carbonyl]-amino}-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
• 作为产物：
  描述：

  N2-[(1,1-二甲基乙氧基)羰基]-N6-[(4-甲基苯基)磺酰基]-L-赖氨酸 、 [(S)-2-Amino-6-(toluene-4-sulfonylamino)-hexanoylamino]-acetic acid methyl ester; compound with trifluoro-acetic acid 在 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 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 Boc-Lys(Ts)-Lys(Ts)-Gly-OMe
  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