methyl 5-[[(2S)-1-[2-[[2,4-dimethoxy-5-[[(2S)-1-[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]pyrrolidine-2-carbonyl]amino]benzoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-2,4-dimethoxybenzoate | 951396-32-0

• 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: methyl 5-[[(2S)-1-[2-[[2,4-dimethoxy-5-[[(2S)-1-[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]pyrrolidine-2-carbonyl]amino]benzoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-2,4-dimethoxybenzoate
• CAS: 951396-32-0
• 化学式: C₄₂H₅₈N₆O₁₃
• 分子量: 854.955
• InChiKey: QTLDWSSAFVAVBX-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  61
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  230
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  methyl 5-[[(2S)-1-[2-[[2,4-dimethoxy-5-[[(2S)-1-[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]pyrrolidine-2-carbonyl]amino]benzoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-2,4-dimethoxybenzoate 、 甲胺 以 甲醇 为溶剂， 反应 48.0h， 以80%的产率得到{2-[2-{5-{2-[2-{2,4-dimethoxy-5-methylcarbamoyl-phenylcarbamoyl}-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-2,4-dimethoxy-phenylcarbamoyl}-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Conformationally Constrained Aliphatic−Aromatic Amino-Acid-Conjugated Hybrid Foldamers with Periodic β-Turn Motifs

  摘要：

  In this note, we describe the design, synthesis, and structural studies of novel hybrid foldamers derived from Aib-Pro-Adb building blocks that display repeat beta-turn structure motif. The foldamer having a conformationally constrained aliphatic-aromatic amino acid conjugate adopts a well-defined, compact, three-dimensional structure, governed by a combined conformational restriction imposed by the individual amino acids with which it is made of. Conformational investigations by single-crystal X-ray and solution-state NMR studies were undertaken to investigate the conformational preference of these foldamers with a hetero-backbone. Our findings suggest that constrained aliphatic-aromatic amino acid conjugates would offer new avenues for the de novo design of hybrid foldamers with distinctive structural architectures.

  DOI：

  10.1021/jo0709044
• 作为产物：
  描述：

  5-氨基-2，4-二甲氧基苯甲酸甲酯 在 盐酸 、 lithium hydroxide 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 、 N,N-二异丙基乙胺 、 氯甲酸异丁酯 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 35.08h， 生成 methyl 5-[[(2S)-1-[2-[[2,4-dimethoxy-5-[[(2S)-1-[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]pyrrolidine-2-carbonyl]amino]benzoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-2,4-dimethoxybenzoate
  参考文献：
  名称：

  Conformationally Constrained Aliphatic−Aromatic Amino-Acid-Conjugated Hybrid Foldamers with Periodic β-Turn Motifs

  摘要：

  In this note, we describe the design, synthesis, and structural studies of novel hybrid foldamers derived from Aib-Pro-Adb building blocks that display repeat beta-turn structure motif. The foldamer having a conformationally constrained aliphatic-aromatic amino acid conjugate adopts a well-defined, compact, three-dimensional structure, governed by a combined conformational restriction imposed by the individual amino acids with which it is made of. Conformational investigations by single-crystal X-ray and solution-state NMR studies were undertaken to investigate the conformational preference of these foldamers with a hetero-backbone. Our findings suggest that constrained aliphatic-aromatic amino acid conjugates would offer new avenues for the de novo design of hybrid foldamers with distinctive structural architectures.

  DOI：

  10.1021/jo0709044

文献信息

• Conformationally Constrained Aliphatic−Aromatic Amino-Acid-Conjugated Hybrid Foldamers with Periodic β-Turn Motifs
  作者：Deekonda Srinivas、Rajesh Gonnade、Sapna Ravindranathan、Gangadhar J. Sanjayan

  DOI：10.1021/jo0709044

  日期：2007.8.31

  In this note, we describe the design, synthesis, and structural studies of novel hybrid foldamers derived from Aib-Pro-Adb building blocks that display repeat beta-turn structure motif. The foldamer having a conformationally constrained aliphatic-aromatic amino acid conjugate adopts a well-defined, compact, three-dimensional structure, governed by a combined conformational restriction imposed by the individual amino acids with which it is made of. Conformational investigations by single-crystal X-ray and solution-state NMR studies were undertaken to investigate the conformational preference of these foldamers with a hetero-backbone. Our findings suggest that constrained aliphatic-aromatic amino acid conjugates would offer new avenues for the de novo design of hybrid foldamers with distinctive structural architectures.