benzyl (2R)-2-[[methyl-[(2R)-2-[[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-(2-methylpropyl)carbamoyl]oxy-3-phenylpropanoyl]amino]-(2-methylpropyl)carbamoyl]oxypropanoate | 259093-38-4

• 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: benzyl (2R)-2-[[methyl-[(2R)-2-[[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-(2-methylpropyl)carbamoyl]oxy-3-phenylpropanoyl]amino]-(2-methylpropyl)carbamoyl]oxypropanoate
• CAS: 259093-38-4
• 化学式: C₃₆H₅₂N₄O₉
• 分子量: 684.83
• InChiKey: RTBDMPOKRBDFOS-POURPWNDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  49
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  benzyl (2R)-2-[[methyl-[(2R)-2-[[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-(2-methylpropyl)carbamoyl]oxy-3-phenylpropanoyl]amino]-(2-methylpropyl)carbamoyl]oxypropanoate 在 N-甲基吗啉 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 39.0h， 生成 (R)-1-(benzyloxy)-1-oxopropan-2-yl 2-((3S,6R,9S,12R,18R)-6,18-dibenzyl-3,9,15-triisobutyl-8,12,14-trimethyl-4,7,10,13,16-pentaoxo-5,11,17-trioxa-2,8,14,15-tetraazanonadecan-19-oyl)-1-isobutyl-2-methylhydrazine-1-carboxylate
  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-Boc-1-甲基肼 在 palladium on activated charcoal 氢气 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 异丙醇 为溶剂， 反应 16.0h， 生成 benzyl (2R)-2-[[methyl-[(2R)-2-[[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-(2-methylpropyl)carbamoyl]oxy-3-phenylpropanoyl]amino]-(2-methylpropyl)carbamoyl]oxypropanoate
  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

文献信息

• Azadepsipeptides:  Synthesis and Evaluation of a Novel Class of Peptidomimetics
  作者：Hubert Dyker、Jürgen Scherkenbeck、Daniel Gondol、Axel Goehrt、Achim Harder

  DOI：10.1021/jo001749v

  日期：2001.6.1

  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.