benzotriazol-1-yl (2S)-2-[(2S,3S)-2-[(2E,4S,5R,6E)-4-ethyl-5-hydroxy-6-methylocta-2,6-dien-2-yl]-3-methyl-3,4-dihydro-2H-pyran-6-yl]-2-[(4-methoxyphenyl)methoxy]butanoate | 1104900-07-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: benzotriazol-1-yl (2S)-2-[(2S,3S)-2-[(2E,4S,5R,6E)-4-ethyl-5-hydroxy-6-methylocta-2,6-dien-2-yl]-3-methyl-3,4-dihydro-2H-pyran-6-yl]-2-[(4-methoxyphenyl)methoxy]butanoate
• CAS: 1104900-07-3
• 化学式: C₃₅H₄₅N₃O₆
• 分子量: 603.759
• InChiKey: HYURKTCTZQDPFP-FSFHDPAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  benzotriazol-1-yl (2S)-2-[(2S,3S)-2-[(2E,4S,5R,6E)-4-ethyl-5-hydroxy-6-methylocta-2,6-dien-2-yl]-3-methyl-3,4-dihydro-2H-pyran-6-yl]-2-[(4-methoxyphenyl)methoxy]butanoate 在 二甲基亚砜 、 三乙胺 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到
  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：

  (S)-2-((2S,3S)-2-((2E,4S,5R,6E)-4-ethyl-5-hydroxy-6-methylocta-2,6-dien-2-yl)-3-methyl-3,4-dihydro-2H-pyran-6-yl)-2-((4-methoxybenzyl)oxy)butanoic acid 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 以882 mg的产率得到benzotriazol-1-yl (2S)-2-[(2S,3S)-2-[(2E,4S,5R,6E)-4-ethyl-5-hydroxy-6-methylocta-2,6-dien-2-yl]-3-methyl-3,4-dihydro-2H-pyran-6-yl]-2-[(4-methoxyphenyl)methoxy]butanoate
  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.