benzyl (2S)-3-[3-[(3S)-1-benzyl-2-oxo-3-[(2S)-3-phenylmethoxy-2-(tritylamino)propanoyl]indol-3-yl]-4-methoxyphenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate | 1057669-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: benzyl (2S)-3-[3-[(3S)-1-benzyl-2-oxo-3-[(2S)-3-phenylmethoxy-2-(tritylamino)propanoyl]indol-3-yl]-4-methoxyphenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 1057669-27-8
• 化学式: C₆₆H₆₃N₃O₈
• 分子量: 1026.24
• InChiKey: ZVBFVTYPRQVADZ-ANEMIEKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.9
• 重原子数：
  77
• 可旋转键数：
  24
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  benzyl (2S)-3-[3-[(3S)-1-benzyl-2-oxo-3-[(2S)-3-phenylmethoxy-2-(tritylamino)propanoyl]indol-3-yl]-4-methoxyphenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Diazonamide Support Studies: Stereoselective Formation of the C10 Chiral Center in both the CDEFG and AEFG Fragments

  摘要：

  The synthesis of both the AEFG macrolactam and the CDEFG bis-indole/tyrosine units found in the marine natural product diazonamide A is presented. Key to the success of the synthesis is the highly stereoselective direct C-arylation of an oxindole by an aryllead(IV) reagent derived from tyrosine.

  DOI：

  10.1021/ol8014336
• 作为产物：
  描述：

  1-benzyl-3-[(2S)-3-benzyloxy-2-(tritylamino)propionyl]-1,3-dihydro-indol-2-one 、 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 、 氯仿 为溶剂， 反应 24.25h， 以62%的产率得到benzyl (2S)-3-[3-[(3S)-1-benzyl-2-oxo-3-[(2S)-3-phenylmethoxy-2-(tritylamino)propanoyl]indol-3-yl]-4-methoxyphenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  参考文献：
  名称：

  Diazonamide Support Studies: Stereoselective Formation of the C10 Chiral Center in both the CDEFG and AEFG Fragments

  摘要：

  The synthesis of both the AEFG macrolactam and the CDEFG bis-indole/tyrosine units found in the marine natural product diazonamide A is presented. Key to the success of the synthesis is the highly stereoselective direct C-arylation of an oxindole by an aryllead(IV) reagent derived from tyrosine.

  DOI：

  10.1021/ol8014336

文献信息

• Diazonamide Support Studies: Stereoselective Formation of the C10 Chiral Center in both the CDEFG and AEFG Fragments
  作者：Jinzhen Lin、Brian S. Gerstenberger、Nhu Y T. Stessman、Joseph P. Konopelski

  DOI：10.1021/ol8014336

  日期：2008.9.18

  The synthesis of both the AEFG macrolactam and the CDEFG bis-indole/tyrosine units found in the marine natural product diazonamide A is presented. Key to the success of the synthesis is the highly stereoselective direct C-arylation of an oxindole by an aryllead(IV) reagent derived from tyrosine.