methyl (15R,18S)-12-acetamido-15-(4-aminobutyl)-31,32-dimethoxy-13,16-dioxo-14,17-diazapentacyclo[21.7.1.12,10.03,8.025,30]dotriaconta-1(31),2(32),3,5,7,9,20,23,25,27,29-undecaene-18-carboxylate;hydrochloride | 484023-95-2

• 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 (15R,18S)-12-acetamido-15-(4-aminobutyl)-31,32-dimethoxy-13,16-dioxo-14,17-diazapentacyclo[21.7.1.12,10.03,8.025,30]dotriaconta-1(31),2(32),3,5,7,9,20,23,25,27,29-undecaene-18-carboxylate;hydrochloride
• CAS: 484023-95-2
• 化学式: C₄₀H₄₆N₄O₇*ClH
• 分子量: 731.289
• InChiKey: IVMQAUBTIFTTFF-DCWFXKKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  52
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  158
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl (15R,18S)-12-acetamido-15-(4-aminobutyl)-31,32-dimethoxy-13,16-dioxo-14,17-diazapentacyclo[21.7.1.12,10.03,8.025,30]dotriaconta-1(31),2(32),3,5,7,9,20,23,25,27,29-undecaene-18-carboxylate;hydrochloride 在 palladium on activated charcoal 氢气 作用下， 生成
  参考文献：
  名称：

  The synthesis of a novel binaphthyl-based cyclic peptoid with anti-bacterial activityElectronic supplementary information (ESI) available: ESMS data. See http://www.rsc.org/suppdata/nj/b2/b205894b/

  摘要：

  基于1,1'-二萘基骨架和连接的三肽部分的新颖环状肽类化合物1是通过环闭合复分解反应合成的，并且显示出抗菌特性。

  DOI：

  10.1039/b205894b
• 作为产物：
  描述：

  (S)-(-)-2,2’-二甲氧基-1,1’-联萘 在 Grubbs catalyst first generation 、 盐酸 、 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 lithium hydroxide monohydrate 、 四甲基乙二胺 、 水 、 magnesium sulfate 、 N,N'-二环己基碳二亚胺 、 三苯基膦 、 三氟乙酸 、 palladium dichloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 四氯化碳 、 六甲基磷酰三胺 、 乙醚 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 37.59h， 生成 methyl (15R,18S)-12-acetamido-15-(4-aminobutyl)-31,32-dimethoxy-13,16-dioxo-14,17-diazapentacyclo[21.7.1.12,10.03,8.025,30]dotriaconta-1(31),2(32),3,5,7,9,20,23,25,27,29-undecaene-18-carboxylate;hydrochloride
  参考文献：
  名称：

  Synthesis and antibacterial activity of some binaphthyl-supported macrocycles containing a cationic amino acid

  摘要：

  As part of a programme investigating antibacterial cyclic macrocycles containing a cationic amino acid with an internal aromatic hydrophobic scaffold, we previously reported a macrocycle anchored at the 3,3'-positions of a 1,1'-binaphthyl unit. This was prepared via key intermediates containing an internal allylglycine and an allyl-substituted binaphthyl unit for a subsequent ring-closing metathesis reaction. This paper presents some structure-activity relationship studies with additional macrocycles based on this lead compound against Staphylococcus aureus together with the antibacterial activity of two related acyclic compounds. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.013

文献信息

• The synthesis of a novel binaphthyl-based cyclic peptoid with anti-bacterial activityElectronic supplementary information (ESI) available: ESMS data. See http://www.rsc.org/suppdata/nj/b2/b205894b/
  作者：John B. Bremner、Jonathan A. Coates、Daniel R. Coghlan、Dorothy M. David、Paul A. Keller、Stephen G. Pyne

  DOI：10.1039/b205894b

  日期：2002.10.30

  The novel cyclic peptoid 1, based upon a 1,1′-binaphthyl scaffold and a bridging tripeptide moiety, was synthesised utilising a ring-closing metathesis reaction, and was shown to possess anti-bacterial properties.

  基于1,1'-二萘基骨架和连接的三肽部分的新颖环状肽类化合物1是通过环闭合复分解反应合成的，并且显示出抗菌特性。
• Synthesis and antibacterial activity of some binaphthyl-supported macrocycles containing a cationic amino acid
  作者：Daniel R. Coghlan、John B. Bremner、Paul A. Keller、Stephen G. Pyne、Dorothy M. David、Kittiya Somphol、Dean Baylis、Jonathan Coates、John Deadman、David I. Rhodes、Alan D. Robertson

  DOI：10.1016/j.bmc.2011.04.013

  日期：2011.6

  As part of a programme investigating antibacterial cyclic macrocycles containing a cationic amino acid with an internal aromatic hydrophobic scaffold, we previously reported a macrocycle anchored at the 3,3'-positions of a 1,1'-binaphthyl unit. This was prepared via key intermediates containing an internal allylglycine and an allyl-substituted binaphthyl unit for a subsequent ring-closing metathesis reaction. This paper presents some structure-activity relationship studies with additional macrocycles based on this lead compound against Staphylococcus aureus together with the antibacterial activity of two related acyclic compounds. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.