Phosphoric acid 4-((S)-2-acetylamino-2-{(S)-1-[((S)-1,2-dicarbamoyl-ethylamino)-methyl]-2-methyl-propylcarbamoyl}-ethyl)-phenyl ester dibenzyl ester | 534568-58-6

• 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: Phosphoric acid 4-((S)-2-acetylamino-2-{(S)-1-[((S)-1,2-dicarbamoyl-ethylamino)-methyl]-2-methyl-propylcarbamoyl}-ethyl)-phenyl ester dibenzyl ester
• 英文别名: (2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-[4-[oxido-bis(phenylmethoxy)phosphaniumyl]oxyphenyl]propanoyl]amino]-3-methylbutyl]amino]butanediamide
• CAS: 534568-58-6
• 化学式: C₃₄H₄₄N₅O₈P
• 分子量: 681.726
• InChiKey: UNELRVIOLYRJCP-RWSKJCERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  48
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  207
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Phosphoric acid 4-((S)-2-acetylamino-2-{(S)-1-[((S)-1,2-dicarbamoyl-ethylamino)-methyl]-2-methyl-propylcarbamoyl}-ethyl)-phenyl ester dibenzyl ester 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以94%的产率得到Phosphoric acid mono-[4-((S)-2-acetylamino-2-{(S)-1-[((S)-1,2-dicarbamoyl-ethylamino)-methyl]-2-methyl-propylcarbamoyl}-ethyl)-phenyl] ester
  参考文献：
  名称：

  Design and synthesis of conformationally constrained, extended and reverse turn pseudopeptides as Grb2-SH2 domain antagonists

  摘要：

  A series of conformationally constrained and flexible pseudopeptide derivatives of the tripeptide pYVN were prepared as potential antagonists of interactions of phosphotyrosine peptides with the Grb2-SH2 domain. The conformation ally constrained compounds contained trans- and cis-cyclopropanes as replacements to enforce locally extended and reverse turn peptide conformations, respectively. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00013-3
• 作为产物：
  描述：

  (S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butylamino)-succinic acid dimethyl ester 在 氰化钠 2,6-二甲基吡啶 、 氨 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 87.5h， 生成 Phosphoric acid 4-((S)-2-acetylamino-2-{(S)-1-[((S)-1,2-dicarbamoyl-ethylamino)-methyl]-2-methyl-propylcarbamoyl}-ethyl)-phenyl ester dibenzyl ester
  参考文献：
  名称：

  Design and synthesis of conformationally constrained, extended and reverse turn pseudopeptides as Grb2-SH2 domain antagonists

  摘要：

  A series of conformationally constrained and flexible pseudopeptide derivatives of the tripeptide pYVN were prepared as potential antagonists of interactions of phosphotyrosine peptides with the Grb2-SH2 domain. The conformation ally constrained compounds contained trans- and cis-cyclopropanes as replacements to enforce locally extended and reverse turn peptide conformations, respectively. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00013-3

文献信息

• Design and synthesis of conformationally constrained, extended and reverse turn pseudopeptides as Grb2-SH2 domain antagonists
  作者：Hilary R Plake、Thomas B Sundberg、Angela R Woodward、Stephen F Martin

  DOI：10.1016/s0040-4039(03)00013-3

  日期：2003.2

  A series of conformationally constrained and flexible pseudopeptide derivatives of the tripeptide pYVN were prepared as potential antagonists of interactions of phosphotyrosine peptides with the Grb2-SH2 domain. The conformation ally constrained compounds contained trans- and cis-cyclopropanes as replacements to enforce locally extended and reverse turn peptide conformations, respectively. (C) 2003 Elsevier Science Ltd. All rights reserved.