4-[(E)-(1S,2R)-1-[(R)-2-Benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxy)-4-trimethylsilanyl-but-3-enyl]-2-phenyl-oxazole | 142075-60-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[(E)-(1S,2R)-1-[(R)-2-Benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxy)-4-trimethylsilanyl-but-3-enyl]-2-phenyl-oxazole
• CAS: 142075-60-3
• 化学式: C₃₈H₆₁NO₅Si₃
• 分子量: 696.163
• InChiKey: BBWZMHLGNMTVKW-RUGQPUBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.83
• 重原子数：
  47.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  62.95
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-[(E)-(1S,2R)-1-[(R)-2-Benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxy)-4-trimethylsilanyl-but-3-enyl]-2-phenyl-oxazole 在 oxygen 作用下， 以 甲醇 、 水 为溶剂， 以78%的产率得到N-((2S,3R,E)-3-((tert-butyldimethylsilyl)oxy)-2-((R)-8,8,9,9-tetramethyl-1-phenyl-2,4,7-trioxa-8-siladecan-6-yl)-5-(trimethylsilyl)pent-4-enoyl)-N-formylbenzamide
  参考文献：
  名称：

  2-phenyloxazolines as carboxylate precursors - applications to the synthesis of asymmetric branched-chain structures

  摘要：

  A synthetic approach to the title compounds is presented that features the asymmetric elaboration of a chiral, non-racemic oxazoline followed by a two-step oxidative ring cleavage of the heterocycle to a triamide for further transformation.

  DOI：

  10.1016/s0040-4039(00)79046-0
• 作为产物：
  描述：

  trimethylsilylpropenal 在 lithium diethylamide 、 二异丁基氢化铝 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 生成 4-[(E)-(1S,2R)-1-[(R)-2-Benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxy)-4-trimethylsilanyl-but-3-enyl]-2-phenyl-oxazole
  参考文献：
  名称：

  2-phenyloxazolines as carboxylate precursors - applications to the synthesis of asymmetric branched-chain structures

  摘要：

  A synthetic approach to the title compounds is presented that features the asymmetric elaboration of a chiral, non-racemic oxazoline followed by a two-step oxidative ring cleavage of the heterocycle to a triamide for further transformation.

  DOI：

  10.1016/s0040-4039(00)79046-0