benzyl (3S)-2-[(2R)-2-[[(2S)-3-methoxy-2-[phenylmethoxy-[(3R)-1-phenylmethoxycarbonyldiazinane-3-carbonyl]amino]propanoyl]-methylamino]propanoyl]-3-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]diazinane-1-carboxylate | 1104900-17-5

• 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: benzyl (3S)-2-[(2R)-2-[[(2S)-3-methoxy-2-[phenylmethoxy-[(3R)-1-phenylmethoxycarbonyldiazinane-3-carbonyl]amino]propanoyl]-methylamino]propanoyl]-3-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]diazinane-1-carboxylate
• CAS: 1104900-17-5
• 化学式: C₄₆H₆₀N₈O₁₂
• 分子量: 917.029
• InChiKey: VOEPNSHXCSDIIW-QBXGCOSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  66
• 可旋转键数：
  19
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  218
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  benzyl (3S)-2-[(2R)-2-[[(2S)-3-methoxy-2-[phenylmethoxy-[(3R)-1-phenylmethoxycarbonyldiazinane-3-carbonyl]amino]propanoyl]-methylamino]propanoyl]-3-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]diazinane-1-carboxylate 、 [(2S,3S)-1-chloro-4-methyl-1-oxo-2-(2,2,2-trichloroethoxycarbonylamino)pentan-3-yl] (2R,3S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxybutanoate 在 silver cyanide 作用下， 以 苯 为溶剂， 反应 0.13h， 以5.52 g的产率得到benzyl (3S)-2-[(2R)-2-[[(2S)-3-methoxy-2-[[(3R)-2-[(2S,3S)-4-methyl-3-[(2R,3S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxybutanoyl]oxy-2-(2,2,2-trichloroethoxycarbonylamino)pentanoyl]-1-phenylmethoxycarbonyldiazinane-3-carbonyl]-phenylmethoxyamino]propanoyl]-methylamino]propanoyl]-3-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]diazinane-1-carboxylate
  参考文献：
  名称：

  Total Synthesis of (+)-Azinothricin and (+)-Kettapeptin

  摘要：

  Asymmetric total syntheses of (+)-azinothricin and (+)-kettapeptin have been completed through a common new pathway that exploits a highly chemoselective coupling reaction between the fully elaborated cyclodepsipeptide 5 and the glycal activated esters 3 and 4 at the final stages of both respective syntheses.

  DOI：

  10.1021/ol802817t
• 作为产物：
  描述：

  在 二乙胺 作用下， 以 乙腈 为溶剂， 反应 3.33h， 以93%的产率得到benzyl (3S)-2-[(2R)-2-[[(2S)-3-methoxy-2-[phenylmethoxy-[(3R)-1-phenylmethoxycarbonyldiazinane-3-carbonyl]amino]propanoyl]-methylamino]propanoyl]-3-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]diazinane-1-carboxylate
  参考文献：
  名称：

  Total Synthesis of (+)-Azinothricin and (+)-Kettapeptin

  摘要：

  Asymmetric total syntheses of (+)-azinothricin and (+)-kettapeptin have been completed through a common new pathway that exploits a highly chemoselective coupling reaction between the fully elaborated cyclodepsipeptide 5 and the glycal activated esters 3 and 4 at the final stages of both respective syntheses.

  DOI：

  10.1021/ol802817t

文献信息

• Total Synthesis of (+)-Azinothricin and (+)-Kettapeptin
  作者：Karl J. Hale、Soraya Manaviazar、Jonathan H. George、Marcus A. Walters、Stephen M. Dalby

  DOI：10.1021/ol802817t

  日期：2009.2.5

  Asymmetric total syntheses of (+)-azinothricin and (+)-kettapeptin have been completed through a common new pathway that exploits a highly chemoselective coupling reaction between the fully elaborated cyclodepsipeptide 5 and the glycal activated esters 3 and 4 at the final stages of both respective syntheses.