(2S,3S,5S,7S)-7-[(2S)-1-[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(E,4S)-4-amino-5-hydroxy-2-methylpent-2-enoyl]amino]-3-(4-methoxyphenyl)propanoyl]-methylamino]propanoyl]-methylamino]-3-methylpentanoyl]pyrrolidine-2-carbonyl]oxy-3-hydroxy-2,5,8,8-tetramethylnonanoic acid | 1160053-26-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: (2S,3S,5S,7S)-7-[(2S)-1-[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(E,4S)-4-amino-5-hydroxy-2-methylpent-2-enoyl]amino]-3-(4-methoxyphenyl)propanoyl]-methylamino]propanoyl]-methylamino]-3-methylpentanoyl]pyrrolidine-2-carbonyl]oxy-3-hydroxy-2,5,8,8-tetramethylnonanoic acid
• CAS: 1160053-26-8
• 化学式: C₄₅H₇₃N₅O₁₁
• 分子量: 860.102
• InChiKey: CYMBSJLRWBOQKG-CKIYSKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  61
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  229
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (2S,3S,5S,7S)-7-[(2S)-1-[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(E,4S)-4-amino-5-hydroxy-2-methylpent-2-enoyl]amino]-3-(4-methoxyphenyl)propanoyl]-methylamino]propanoyl]-methylamino]-3-methylpentanoyl]pyrrolidine-2-carbonyl]oxy-3-hydroxy-2,5,8,8-tetramethylnonanoic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以45%的产率得到(3S,6S,9S,12E,14S,17S,18S,20S,22S,25S)-3-[(2S)-butan-2-yl]-22-tert-butyl-18-hydroxy-14-(hydroxymethyl)-9-[(4-methoxyphenyl)methyl]-4,6,7,12,17,20-hexamethyl-23-oxa-1,4,7,10,15-pentazabicyclo[23.3.0]octacos-12-ene-2,5,8,11,16,24-hexone
  参考文献：
  名称：

  Supported Synthesis of Oxoapratoxin A

  摘要：

  A new synthesis of an oxazoline analogue of apratoxin A has been performed using a solid support. The efficient synthesis of the polyketide part on gram scale and the serine vinylogue is described. The use of chlorotrityl resin allowed the construction of two linear precursors corresponding to two different cyclization sites. This study describes a facile synthesis of analogues for future SAR studies of this potent antitumor compound.

  DOI：

  10.1021/jo900583j
• 作为产物：
  描述：

  (2S,3S,5R,7S)-7-[(2S)-1-[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(E,4S)-4-amino-5-[tert-butyl(dimethyl)silyl]oxy-2-methylpent-2-enoyl]amino]-3-(4-methoxyphenyl)propanoyl]-methylamino]propanoyl]-methylamino]-3-methylpentanoyl]pyrrolidine-2-carbonyl]oxy-3-[tert-butyl(dimethyl)silyl]oxy-2,5,8,8-tetramethylnonanoic acid 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 生成 (2S,3S,5S,7S)-7-[(2S)-1-[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(E,4S)-4-amino-5-hydroxy-2-methylpent-2-enoyl]amino]-3-(4-methoxyphenyl)propanoyl]-methylamino]propanoyl]-methylamino]-3-methylpentanoyl]pyrrolidine-2-carbonyl]oxy-3-hydroxy-2,5,8,8-tetramethylnonanoic acid
  参考文献：
  名称：

  Supported Synthesis of Oxoapratoxin A

  摘要：

  A new synthesis of an oxazoline analogue of apratoxin A has been performed using a solid support. The efficient synthesis of the polyketide part on gram scale and the serine vinylogue is described. The use of chlorotrityl resin allowed the construction of two linear precursors corresponding to two different cyclization sites. This study describes a facile synthesis of analogues for future SAR studies of this potent antitumor compound.

  DOI：

  10.1021/jo900583j