N^ε,N^ε-dimethyl-N^α-benzyloxycarbonyl-L-lysine | 107569-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N^ε,N^ε-dimethyl-N^α-benzyloxycarbonyl-L-lysine
• 英文别名: Cbz-Lys(Me2)；(2S)-2-{[(benzyloxy)carbonyl]amino}-6-(dimethylamino)hexanoic acid；(2S)-6-(dimethylamino)-2-(phenylmethoxycarbonylamino)hexanoic acid
• CAS: 107569-44-8
• 化学式: C₁₆H₂₄N₂O₄
• 分子量: 308.378
• InChiKey: QDBFXQPFLGCZHJ-AWEZNQCLSA-N

物化性质

• 沸点：
  492.2±45.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  78.87
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N^ε,N^ε-dimethyl-N^α-benzyloxycarbonyl-L-lysine 在 palladium on activated charcoal N-羟基-7-氮杂苯并三氮唑 、 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2S)-2-amino-6-(dimethylamino)-N,N-dimethylhexanamide
  参考文献：
  名称：

  Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the P2′ and P3′ side chains

  摘要：

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to both the P2' and P3' side chains. Enzyme inhibition and antibacterial activity data revealed that a variety of substituents are tolerated at the P2' and P3' positions of the inhibitor backbone. The data from this study highlights the potential for modification at the P2' and P3' positions to optimise the physicochemical properties. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00533-x
• 作为产物：
  描述：

  生成 N^ε,N^ε-dimethyl-N^α-benzyloxycarbonyl-L-lysine
  参考文献：
  名称：

  Synthesis and Antifungal Activity of Rhodopeptin Analogues. 1. Modification of the East and South Amino Acid Moieties

  摘要：

  [GRAPHICS]Structure-activity relationships of the east and south amino acid modified analogues of rhodopeptins, novel antifungal cyclic tetrapeptides isolated from Rhodococcus species Mer-N1033, have been investigated. It was observed that a basic amino acid moiety (lysine or ornithine) as the east amino acid and a hydrophobic and bulky neutral amino acid (i.e., gamma-methylleucine) as the south amino acid were indispensable structure motifs for antifungal activity of rhodopeptin analogues.

  DOI：

  10.1021/ol005631c

文献信息

• Hertzberg, Tommy; Kuehler, Thomas; Nilsson, Martin, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1986, vol. 40, # 5, p. 387 - 389
  作者：Hertzberg, Tommy、Kuehler, Thomas、Nilsson, Martin

  DOI：——

  日期：——