(2Z,10E,14E,18E)-1-Benzyloxy-7-[(E)-tert-butylimino-methyl]-3,11,15,19,23-pentamethyl-tetracosa-2,10,14,18,22-pentaen-6-ol | 138524-25-1

• 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: (2Z,10E,14E,18E)-1-Benzyloxy-7-[(E)-tert-butylimino-methyl]-3,11,15,19,23-pentamethyl-tetracosa-2,10,14,18,22-pentaen-6-ol
• CAS: 138524-25-1
• 化学式: C₄₁H₆₅NO₂
• 分子量: 603.973
• InChiKey: DKCJNBLLOPRREF-UJMWAMPFSA-N

物化性质

• 沸点：
  683.1±55.0 °C(Predicted)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.7
• 重原子数：
  44.0
• 可旋转键数：
  21.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  41.82
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2Z,10E,14E,18E)-1-Benzyloxy-7-[(E)-tert-butylimino-methyl]-3,11,15,19,23-pentamethyl-tetracosa-2,10,14,18,22-pentaen-6-ol 在 sodium tetrahydroborate 、 草酸 作用下， 以 乙醚 、 乙醇 、 正己烷 、 水 为溶剂， 反应 2.33h， 生成 benzyl ether of 7-hydroxymethyl-3,11,15,19,23-pentamethyl-7-formyltetraeicosa-2Z,6E,10E,14E,18E,22-hexaen-1-ol
  参考文献：
  名称：

  Stereoselective synthesis of a dolichol-like octaprenol (S)-WT3C3SOH

  摘要：

  In accordance with the previously developed block method of constructing polyprenol molecules, a new stereospecific synthesis was carried out of their natural representative WT3C2OH, which was then converted in nine steps into the above chiral octaprenol. At the same time the synthesis of the racemate of the latter has been improved.

  DOI：

  10.1007/bf00963502
• 作为产物：
  描述：

  (Z)-6-(benzyloxy)-4-methylhex-4-enal 、 6,10,14,18-tetramethylnonadeca-5E,9E,13E,17-tetraen-1-al N-tert-butylimine 在 lithium diisopropyl amide 作用下， 生成 (2Z,10E,14E,18E)-1-Benzyloxy-7-[(E)-tert-butylimino-methyl]-3,11,15,19,23-pentamethyl-tetracosa-2,10,14,18,22-pentaen-6-ol
  参考文献：
  名称：

  Stereoselective synthesis of a dolichol-like octaprenol (S)-WT3C3SOH

  摘要：

  In accordance with the previously developed block method of constructing polyprenol molecules, a new stereospecific synthesis was carried out of their natural representative WT3C2OH, which was then converted in nine steps into the above chiral octaprenol. At the same time the synthesis of the racemate of the latter has been improved.

  DOI：

  10.1007/bf00963502