{(1S,3R)-3-[Benzyloxycarbonyl-((S)-1,2-dicarbamoyl-ethyl)-amino]-2,2-dimethyl-cyclopropyl}-carbamic acid tert-butyl ester | 534568-53-1

• 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: {(1S,3R)-3-[Benzyloxycarbonyl-((S)-1,2-dicarbamoyl-ethyl)-amino]-2,2-dimethyl-cyclopropyl}-carbamic acid tert-butyl ester
• 英文别名: benzyl N-[(2S)-1,4-diamino-1,4-dioxobutan-2-yl]-N-[(1R,3S)-2,2-dimethyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropyl]carbamate
• CAS: 534568-53-1
• 化学式: C₂₂H₃₂N₄O₆
• 分子量: 448.519
• InChiKey: YNIVJDJZFPMSMX-UAGQMJEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  154
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  {(1S,3R)-3-[Benzyloxycarbonyl-((S)-1,2-dicarbamoyl-ethyl)-amino]-2,2-dimethyl-cyclopropyl}-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 生成 ((1R,3S)-3-Amino-2,2-dimethyl-cyclopropyl)-((S)-1,2-dicarbamoyl-ethyl)-carbamic acid benzyl 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-((1S,3S)-3-Hydroxymethyl-2,2-dimethyl-cyclopropylamino)-succinic acid dimethyl ester 在 ruthenium trichloride 、 氰化钠 sodium periodate 、 sodium azide 、 氨 、 氯甲酸乙酯 、 碳酸氢钠 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 水 、 乙腈 为溶剂， 生成 {(1S,3R)-3-[Benzyloxycarbonyl-((S)-1,2-dicarbamoyl-ethyl)-amino]-2,2-dimethyl-cyclopropyl}-carbamic acid tert-butyl 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.