N-[5-[[(3R)-3-amino-4-[[2-[[5-[[5-[[5-[[3-[3-(dimethylamino)propylamino]-3-oxopropyl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylimidazol-4-yl]amino]-4-oxobutyl]carbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[[1-methyl-4-[(1-methylimidazole-2-carbonyl)amino]pyrrole-2-carbonyl]amino]imidazole-2-carboxamide | 944262-76-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: N-[5-[[(3R)-3-amino-4-[[2-[[5-[[5-[[5-[[3-[3-(dimethylamino)propylamino]-3-oxopropyl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylimidazol-4-yl]amino]-4-oxobutyl]carbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[[1-methyl-4-[(1-methylimidazole-2-carbonyl)amino]pyrrole-2-carbonyl]amino]imidazole-2-carboxamide
• CAS: 944262-76-4
• 化学式: C₅₇H₇₁N₂₃O₁₀
• 分子量: 1238.34
• InChiKey: MLQDJSXFAAMCCL-DIPNUNPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  90
• 可旋转键数：
  26
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  398
• 氢给体数：
  11
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  1-甲基-1H-咪唑-2-羧酸 、 2-aminoethyl 2,3,4,6-tetra-O-acetyl-βD-galactosyl-(1→4)-2,3,4,6-tetra-O-acetyl-1-thio-βD-glucopyranoside 、 4-叔丁氧羰基氨基-1-甲基-1H-咪唑-2-甲酸 、 4-(Boc-氨基)-1-甲基吡咯-2-羧酸 、 N,N-二甲基-1,3-二氨基丙烷 、 N-Alpha-(9-芴甲氧羰基)-N-β-叔丁氧羰基-D-2,4-二氨基丁酸 在 三氟乙酸 、 苯酚 、 2,3,5-三甲基吡啶 、 三光气 、 N,N-二异丙基乙胺 作用下， 以 水 、 四氢呋喃 为溶剂， 反应 0.92h， 以33%的产率得到N-[5-[[(3R)-3-amino-4-[[2-[[5-[[5-[[5-[[3-[3-(dimethylamino)propylamino]-3-oxopropyl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylimidazol-4-yl]amino]-4-oxobutyl]carbamoyl]-1-methylpyrrol-3-yl]-1-methyl-4-[[1-methyl-4-[(1-methylimidazole-2-carbonyl)amino]pyrrole-2-carbonyl]amino]imidazole-2-carboxamide
  参考文献：
  名称：

  Highly Efficient Synthesis of DNA-Binding Hairpin Polyamides via the Use of a New Triphosgene Coupling Strategy

  摘要：

  A facile and highly efficient solid phase synthesis method is reported for the preparation of hairpin DNA-binding polyamides using the cost-effective triphosgene (BTC) activating agent. Difficult polyamide sequences were prepared from N-methylimidazole (lm) and N-methylpyrrole (Py) building blocks with high stepwise yields (>98%) using Boc chemistry. The versatility of the triphosgene coupling approach was also demonstrated for the first time on aryl hydrazine resins to afford biomedically relevant tail-truncated polyamides in excellent isolated yields.

  DOI：

  10.1021/ol9015139