(7Z,12Z)-14-(tert-Butyl-dimethyl-silanyloxy)-11-hydroxy-11-methyl-12-phenylsulfanyl-tetradeca-7,12-diene-5,9-diynoic acid methyl ester | 138376-08-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (7Z,12Z)-14-(tert-Butyl-dimethyl-silanyloxy)-11-hydroxy-11-methyl-12-phenylsulfanyl-tetradeca-7,12-diene-5,9-diynoic acid methyl ester
• 英文别名: methyl (7Z,12Z)-14-[tert-butyl(dimethyl)silyl]oxy-11-hydroxy-11-methyl-12-phenylsulfanyltetradeca-7,12-dien-5,9-diynoate
• CAS: 138376-08-6
• 化学式: C₂₈H₃₈O₄SSi
• 分子量: 498.759
• InChiKey: YEHXQFGOIQMUKV-QDTCUWRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.34
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (7Z,12Z)-14-(tert-Butyl-dimethyl-silanyloxy)-11-hydroxy-11-methyl-12-phenylsulfanyl-tetradeca-7,12-diene-5,9-diynoic acid methyl ester 在 吡啶 、 4-甲基苯磺酸吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 生成 (8Z,13Z)-12-Hydroxy-12-methyl-13-phenylsulfanyl-oxacyclopentadeca-8,13-diene-6,10-diyn-2-one
  参考文献：
  名称：

  A novel approach to the synthesis of enediynes

  摘要：

  A new method for the synthesis of enediynes is described based on stannylcupration of acetylene and certain activated alkynes, in situ reaction with 1-halo-1-alkynes, iododestannylation, and Pd(0)-catalyzed coupling with terminal alkynes.

  DOI：

  10.1016/0040-4039(91)80759-y
• 作为产物：
  描述：

  (Z)-8-Tributylstannanyl-oct-7-en-5-ynoic acid methyl ester 、 (Z)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-phenylsulfanyl-hex-4-en-1-yn-3-ol 在 copper(l) iodide 、 四(三苯基膦)钯 碘 、 正丁胺 作用下， 生成 (7Z,12Z)-14-(tert-Butyl-dimethyl-silanyloxy)-11-hydroxy-11-methyl-12-phenylsulfanyl-tetradeca-7,12-diene-5,9-diynoic acid methyl ester
  参考文献：
  名称：

  A novel approach to the synthesis of enediynes

  摘要：

  A new method for the synthesis of enediynes is described based on stannylcupration of acetylene and certain activated alkynes, in situ reaction with 1-halo-1-alkynes, iododestannylation, and Pd(0)-catalyzed coupling with terminal alkynes.

  DOI：

  10.1016/0040-4039(91)80759-y