2-({2-[2-(2-{[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl]-amino}-3-phenyl-propionylamino)-3-phenyl-propionyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-3-phenyl-propionic acid methyl ester | 500213-55-8

• 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: 2-({2-[2-(2-{[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl]-amino}-3-phenyl-propionylamino)-3-phenyl-propionyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-3-phenyl-propionic acid methyl ester
• CAS: 500213-55-8
• 化学式: C₆₂H₆₆N₆O₉
• 分子量: 1039.24
• InChiKey: MJNHOBFKXXOWJL-LLVUNYEQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.38
• 重原子数：
  77.0
• 可旋转键数：
  18.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  192.55
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-({2-[2-(2-{[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl]-amino}-3-phenyl-propionylamino)-3-phenyl-propionyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-3-phenyl-propionic acid methyl ester 在 4-二甲氨基吡啶 、 barium dihydroxide 、 苯甲醚 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 96.0h， 生成 cyclo[Phe-Phe-Tic-Phe-Phe-Tic]
  参考文献：
  名称：

  Novel Antibiotics:  Macrocyclic Peptides Designed to Trap Holliday Junctions

  摘要：

  Described are the syntheses of eight macrocyclic peptides designed to trap Holliday junctions in bacteria, thereby inhibiting bacterial growth. These macrocycles were designed from linear dimerized hexapeptides that bind to the C-2 symmetrical Holliday junction. They were synthesized from three monomers using a combinatorial-like strategy that permits elucidation of the monomer role in accumulation of Holliday junctions and antibiotic activity. These macrocycles are an important step in designing and synthesizing a new class of antibiotics.

  DOI：

  10.1021/ol020204f
• 作为产物：
  描述：

  (R)-3-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester 在 4-二甲氨基吡啶 、 苯甲醚 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-({2-[2-(2-{[2-(2-tert-butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl]-amino}-3-phenyl-propionylamino)-3-phenyl-propionyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  Novel Antibiotics:  Macrocyclic Peptides Designed to Trap Holliday Junctions

  摘要：

  Described are the syntheses of eight macrocyclic peptides designed to trap Holliday junctions in bacteria, thereby inhibiting bacterial growth. These macrocycles were designed from linear dimerized hexapeptides that bind to the C-2 symmetrical Holliday junction. They were synthesized from three monomers using a combinatorial-like strategy that permits elucidation of the monomer role in accumulation of Holliday junctions and antibiotic activity. These macrocycles are an important step in designing and synthesizing a new class of antibiotics.

  DOI：

  10.1021/ol020204f