Methyl 2-[[2,4-di(docosoxy)phenyl]methylamino]acetate | 1426326-86-4

• 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 2-[[2,4-di(docosoxy)phenyl]methylamino]acetate
• 英文别名: methyl 2-[[2,4-di(docosoxy)phenyl]methylamino]acetate
• CAS: 1426326-86-4
• 化学式: C₅₄H₁₀₁NO₄
• 分子量: 828.4
• InChiKey: DEVNHBFMPYAFAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.2
• 重原子数：
  59
• 可旋转键数：
  49
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-[[2,4-di(docosoxy)phenyl]methylamino]acetate 在 哌啶 、 N-羟基-7-氮杂苯并三氮唑 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 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-) 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(2,4-bis(docosyloxy)benzyl)piperazine-2,5-dione
  参考文献：
  名称：

  Soluble Tag-Assisted Peptide Head-to-Tail Cyclization: Total Synthesis of Mahafacyclin B

  摘要：

  A soluble tag-assisted liquid-phase method was successfully applied to peptide head-to-tail cyclization, leading to the total synthesis of antimalarial cyclic heptapeptide, mahafacyclin B (1). The cyclization was carried out in the liquid phase with the tag remaining, which allowed rapid reaction workup and product isolation.

  DOI：

  10.1021/ol4003477
• 作为产物：
  描述：

  2,4-二碳二十二烷基苯甲醛 、 甘胺酸甲酯 在 sodium triacetoxyborohydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 Methyl 2-[[2,4-di(docosoxy)phenyl]methylamino]acetate
  参考文献：
  名称：

  Soluble Tag-Assisted Peptide Head-to-Tail Cyclization: Total Synthesis of Mahafacyclin B

  摘要：

  A soluble tag-assisted liquid-phase method was successfully applied to peptide head-to-tail cyclization, leading to the total synthesis of antimalarial cyclic heptapeptide, mahafacyclin B (1). The cyclization was carried out in the liquid phase with the tag remaining, which allowed rapid reaction workup and product isolation.

  DOI：

  10.1021/ol4003477

文献信息

• Peptide Head‐to‐Tail Cyclization: A “Molecular Claw” Approach
  作者：Sayuri Yamagami、Yohei Okada、Yoshikazu Kitano、Kazuhiro Chiba

  DOI：10.1002/ejoc.202100185

  日期：2021.6.14

  Cyclic peptides are in high demand for a wide range of therapeutic applications. Among the simplest yet challenging cyclizations is the head-to-tail fashion via the C- and N-termini, as most current peptide syntheses use C-terminal protecting supports. Herein, we demonstrate that a soluble-tag-assisted liquid-phase peptide synthesis in combination with a backbone amide linker strategy is applicable

  环肽在广泛的治疗应用中需求量很大。最简单但具有挑战性的环化是通过 C 端和 N 端的头对尾方式，因为大多数当前的肽合成使用 C 端保护支持。在这里，我们证明了可溶性标签辅助液相肽合成与骨架酰胺接头策略相结合适用于头对尾环化。
• Soluble Tag-Assisted Peptide Head-to-Tail Cyclization: Total Synthesis of Mahafacyclin B
  作者：Yuko Fujita、Shuji Fujita、Yohei Okada、Kazuhiro Chiba

  DOI：10.1021/ol4003477

  日期：2013.3.15

  A soluble tag-assisted liquid-phase method was successfully applied to peptide head-to-tail cyclization, leading to the total synthesis of antimalarial cyclic heptapeptide, mahafacyclin B (1). The cyclization was carried out in the liquid phase with the tag remaining, which allowed rapid reaction workup and product isolation.