(2R)-2-[[methyl-[(2R)-2-[[methyl-[(2R)-2-[(2S)-4-methyl-2-[methyl-[(2R)-2-[(2S)-4-methyl-2-(methylamino)pentanoyl]oxy-3-phenylpropanoyl]amino]pentanoyl]oxypropanoyl]amino]-(2-methylpropyl)carbamoyl]oxy-3-phenylpropanoyl]amino]-(2-methylpropyl)carbamoyl]oxypropanoic acid | 259093-42-0

• 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: (2R)-2-[[methyl-[(2R)-2-[[methyl-[(2R)-2-[(2S)-4-methyl-2-[methyl-[(2R)-2-[(2S)-4-methyl-2-(methylamino)pentanoyl]oxy-3-phenylpropanoyl]amino]pentanoyl]oxypropanoyl]amino]-(2-methylpropyl)carbamoyl]oxy-3-phenylpropanoyl]amino]-(2-methylpropyl)carbamoyl]oxypropanoic acid
• CAS: 259093-42-0
• 化学式: C₅₀H₇₆N₆O₁₃
• 分子量: 969.186
• InChiKey: CMQTXDROODZSLE-HEMKMFBASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  69
• 可旋转键数：
  28
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  222
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (2R)-2-[[methyl-[(2R)-2-[[methyl-[(2R)-2-[(2S)-4-methyl-2-[methyl-[(2R)-2-[(2S)-4-methyl-2-(methylamino)pentanoyl]oxy-3-phenylpropanoyl]amino]pentanoyl]oxypropanoyl]amino]-(2-methylpropyl)carbamoyl]oxy-3-phenylpropanoyl]amino]-(2-methylpropyl)carbamoyl]oxypropanoic acid 在 双(2-氧代-3-恶唑烷基)次磷酰氯 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (6R,12R,15S,18R,21S,24R)-6,18-dibenzyl-4,10,12,16,22,24-hexamethyl-3,9,15,21-tetrakis(2-methylpropyl)-1,7,13,19-tetraoxa-3,4,9,10,16,22-hexazacyclotetracosane-2,5,8,11,14,17,20,23-octone
  参考文献：
  名称：

  Azadepsipeptides:  Synthesis and Evaluation of a Novel Class of Peptidomimetics

  摘要：

  A general route to azadepsipeptides, a new class of pseudopeptides, has been established. The methodology was applied to the synthesis of a bis-aza analogue of the antiparasitic cyclooctadepsipeptide PF1022A. Comparison of the X-ray crystal structures of natural PF1022A (8) and the chimeric aza analogue 9 revealed that the introduction of nitrogen in the backbone of PF1022A results in almost complete conservation of the 3D structure with only minor deviations at the new nitrogen positions.

  DOI：

  10.1021/jo001749v
• 作为产物：
  描述：

  1-tert-butoxycarbonyl-1-methyl-2-sec-butyl-hydrazine 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 75.0h， 生成 (2R)-2-[[methyl-[(2R)-2-[[methyl-[(2R)-2-[(2S)-4-methyl-2-[methyl-[(2R)-2-[(2S)-4-methyl-2-(methylamino)pentanoyl]oxy-3-phenylpropanoyl]amino]pentanoyl]oxypropanoyl]amino]-(2-methylpropyl)carbamoyl]oxy-3-phenylpropanoyl]amino]-(2-methylpropyl)carbamoyl]oxypropanoic acid
  参考文献：
  名称：

  Azadepsipeptides:  Synthesis and Evaluation of a Novel Class of Peptidomimetics

  摘要：

  A general route to azadepsipeptides, a new class of pseudopeptides, has been established. The methodology was applied to the synthesis of a bis-aza analogue of the antiparasitic cyclooctadepsipeptide PF1022A. Comparison of the X-ray crystal structures of natural PF1022A (8) and the chimeric aza analogue 9 revealed that the introduction of nitrogen in the backbone of PF1022A results in almost complete conservation of the 3D structure with only minor deviations at the new nitrogen positions.

  DOI：

  10.1021/jo001749v