dimethyl (2R)-7,7'-(1,1'-binaphthyl-2,2'-bisoxy)-2,2'-di[(1,1'-dimethylethoxycarbonylamino)butyl]-3,3'-diaza-4,4'-dioxodiheptanoate

• 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: dimethyl (2R)-7,7'-(1,1'-binaphthyl-2,2'-bisoxy)-2,2'-di[(1,1'-dimethylethoxycarbonylamino)butyl]-3,3'-diaza-4,4'-dioxodiheptanoate
• 英文别名: methyl (2R)-2-[4-[1-[2-[4-[[(2R)-1-methoxy-6-[(2-methylpropan-2-yl)oxycarbonylamino]-1-oxohexan-2-yl]amino]-4-oxobutoxy]naphthalen-1-yl]naphthalen-2-yl]oxybutanoylamino]-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
• 化学式: C₅₂H₇₀N₄O₁₂
• 分子量: 943.147
• InChiKey: AMZGTNIDFXNQSK-XRSDMRJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  68
• 可旋转键数：
  31
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  206
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  dimethyl (2R)-7,7'-(1,1'-binaphthyl-2,2'-bisoxy)-2,2'-di[(1,1'-dimethylethoxycarbonylamino)butyl]-3,3'-diaza-4,4'-dioxodiheptanoate 在 lithium hydroxide 、 potassium hydrogensulfate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 以92%的产率得到(2R)-7,7'-(1,1'-binaphthyl-2,2'-bisoxy)-2,2'-di[(1,1'-dimethylethoxycarbonylamino)butyl]-3,3'-diaza-4,4'-dioxodiheptanoic acid
  参考文献：
  名称：

  Synthesis and antibacterial activity of C2-symmetric binaphthyl scaffolded amino acid derivatives

  摘要：

  The synthesis of eleven novel antibacterial agents is reported. The structures are based on a C-2-symmetric binaphthyl scaffold which holds two identical chains consisting of a short linker, a basic amino acid and a small hydrophobic side chain. Antibacterial activity is revealed for a number of derivatives down to an MIC of 2 mu g/mL (2 mu M) against Staphylococcus aureus - comparable to vancomycin, and an MIC of 31 mu g/mL (31 mu M) against some vancomycin-resistant enterococcal strains. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.06.024
• 作为产物：
  描述：

  N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-D-赖氨酸 在 哌啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 dimethyl (2R)-7,7'-(1,1'-binaphthyl-2,2'-bisoxy)-2,2'-di[(1,1'-dimethylethoxycarbonylamino)butyl]-3,3'-diaza-4,4'-dioxodiheptanoate
  参考文献：
  名称：

  Synthesis and antibacterial activity of C2-symmetric binaphthyl scaffolded amino acid derivatives

  摘要：

  The synthesis of eleven novel antibacterial agents is reported. The structures are based on a C-2-symmetric binaphthyl scaffold which holds two identical chains consisting of a short linker, a basic amino acid and a small hydrophobic side chain. Antibacterial activity is revealed for a number of derivatives down to an MIC of 2 mu g/mL (2 mu M) against Staphylococcus aureus - comparable to vancomycin, and an MIC of 31 mu g/mL (31 mu M) against some vancomycin-resistant enterococcal strains. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.06.024

文献信息

• Peptidic Compounds
  申请人：Boyle Timothy Patrick

  公开号：US20080300287A1

  公开（公告）日：2008-12-04

  The present invention provides a compound of formula (I), (II), (III) and (IV) as defined herein and pharmaceutically acceptable derivatives thereof. The present invention further provides use of the compounds of the present invention in the treatment of bacterial infection and in the treatment of HIV infection. Also provided are pharmaceutical compositions comprising the compounds of the present invention.

  本发明提供了公式（I）、（II）、（III）和（IV）的化合物及其药学上可接受的衍生物。本发明进一步提供了本发明化合物在治疗细菌感染和治疗HIV感染中的用途。还提供了包含本发明化合物的制药组合物。
• PEPTIDIC COMPOUNDS
  申请人：Boyle Timothy Patrick

  公开号：US20110312875A1

  公开（公告）日：2011-12-22

  The present invention provides a compound of formula I, II, III and IV as defined herein and pharmaceutically acceptable derivatives thereof. The present invention further provides use of the compounds of the present invention in the treatment of bacterial infection and in the treatment of HIV infection. Also provided are pharmaceutical compositions comprising the compounds of the present invention.

  本发明提供了公式I、II、III和IV的化合物及其药学上可接受的衍生物。本发明还提供了利用本发明化合物治疗细菌感染和治疗HIV感染的用途。此外，还提供了包含本发明化合物的制药组合物。
• WO2006/74501
  申请人：——

  公开号：——

  公开（公告）日：——
• Antibiotic binaphthyl derivatives
  申请人：UNIVERSITY OF WOLLONGONG

  公开号：EP1836159B1

  公开（公告）日：2013-04-10
• US8039430B2
  申请人：——

  公开号：US8039430B2

  公开（公告）日：2011-10-18