tributyl-[(E,4R,6R,7R)-4-[tert-butyl(dimethyl)silyl]oxy-7-[4-[(1E,3Z,5S,6R,7E)-5-[tert-butyl(dimethyl)silyl]oxy-8-iodo-6-methylnona-1,3,7-trienyl]-1,3-oxazol-2-yl]-6-methoxyoct-2-enyl]phosphanium;bromide | 1246973-20-5

• 分子结构分类: 有机化合物
• 英文名称: tributyl-[(E,4R,6R,7R)-4-[tert-butyl(dimethyl)silyl]oxy-7-[4-[(1E,3Z,5S,6R,7E)-5-[tert-butyl(dimethyl)silyl]oxy-8-iodo-6-methylnona-1,3,7-trienyl]-1,3-oxazol-2-yl]-6-methoxyoct-2-enyl]phosphanium;bromide
• CAS: 1246973-20-5
• 化学式: Br*C₄₆H₈₆INO₄PSi₂
• 分子量: 1011.15
• InChiKey: OBJOZAJITHLWGI-PONLAFEGSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  12.49
• 重原子数：
  56
• 可旋转键数：
  28
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  53.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(Z,4S,5S,6R,7S,9R)-7,9-bis[[tert-butyl(dimethyl)silyl]oxy]-4,6-dimethyl-1-oxodec-2-en-5-yl] (2Z,4E,6Z)-7-tributylstannylhepta-2,4,6-trienoate 、 tributyl-[(E,4R,6R,7R)-4-[tert-butyl(dimethyl)silyl]oxy-7-[4-[(1E,3Z,5S,6R,7E)-5-[tert-butyl(dimethyl)silyl]oxy-8-iodo-6-methylnona-1,3,7-trienyl]-1,3-oxazol-2-yl]-6-methoxyoct-2-enyl]phosphanium;bromide 在 t-BuOK 作用下， 以 甲苯 为溶剂， 生成 [(2R,4S,5R,6S,7S,8Z,10E,12E,14R,16R,17R)-2,4,14-tris[[tert-butyl(dimethyl)silyl]oxy]-17-[4-[(1E,3Z,5S,6R,7E)-5-[tert-butyl(dimethyl)silyl]oxy-8-iodo-6-methylnona-1,3,7-trienyl]-1,3-oxazol-2-yl]-16-methoxy-5,7-dimethyloctadeca-8,10,12-trien-6-yl] (2Z,4E,6Z)-7-tributylstannylhepta-2,4,6-trienoate
  参考文献：
  名称：

  Total Synthesis of Chivosazole F

  摘要：

  The first synthesis of the highly biologically active chivosazole F is described. It features an intramolecular Stille coupling for the macrolactone formation and thereby circumvents the problem of isomerization associated with the tetraene segment. Additionally, the synthesis confirms the structure which has been proposed based solely on a combination of NMR/computational methods and genetic analysis.

  DOI：

  10.1021/ja107290s
• 作为产物：
  描述：

  三丁基膦 、 [(E,4R,6R,7R)-1-bromo-7-[4-[(1E,3Z,5S,6R,7E)-5-[tert-butyl(dimethyl)silyl]oxy-8-iodo-6-methylnona-1,3,7-trienyl]-1,3-oxazol-2-yl]-6-methoxyoct-2-en-4-yl]oxy-tert-butyl-dimethylsilane 以 乙腈 为溶剂， 反应 1.0h， 生成 tributyl-[(E,4R,6R,7R)-4-[tert-butyl(dimethyl)silyl]oxy-7-[4-[(1E,3Z,5S,6R,7E)-5-[tert-butyl(dimethyl)silyl]oxy-8-iodo-6-methylnona-1,3,7-trienyl]-1,3-oxazol-2-yl]-6-methoxyoct-2-enyl]phosphanium;bromide
  参考文献：
  名称：

  Total Synthesis of Chivosazole F

  摘要：

  The first synthesis of the highly biologically active chivosazole F is described. It features an intramolecular Stille coupling for the macrolactone formation and thereby circumvents the problem of isomerization associated with the tetraene segment. Additionally, the synthesis confirms the structure which has been proposed based solely on a combination of NMR/computational methods and genetic analysis.

  DOI：

  10.1021/ja107290s