Trifluoro-acetic acid (Z)-2-(1,1,1,3,3,3-hexamethyl-disilazan-2-yl)-1-phenyl-propenyl ester | 141118-66-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Trifluoro-acetic acid (Z)-2-(1,1,1,3,3,3-hexamethyl-disilazan-2-yl)-1-phenyl-propenyl ester
• 英文别名: [(Z)-2-[bis(trimethylsilyl)amino]-1-phenylprop-1-enyl] 2,2,2-trifluoroacetate
• CAS: 141118-66-3
• 化学式: C₁₇H₂₆F₃NO₂Si₂
• 分子量: 389.565
• InChiKey: HWOHXZNWIKZWAF-SQFISAMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Trifluoro-acetic acid (Z)-2-(1,1,1,3,3,3-hexamethyl-disilazan-2-yl)-1-phenyl-propenyl ester 在 三氟甲磺酸三甲基硅酯 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 4-methyl-5-phenyl-2-(trifluoromethyl)oxazole
  参考文献：
  名称：

  Synthesis of oxazoles from O-trimethylsilyl acyltrimethylsilane cyanohydrins

  摘要：

  Sequential addition of organolithium reagents and acyl chlorides (or anhydrides) to O-trimethylsilyl acyltrimethylsilane cyanohydrins affords beta-(acyloxy)-N,N-bis(trimethylsilyl) enamines which cyclize to substituted oxazoles under thermolysis or treatment with trimethylsilyl trifluoromethanesulfonate. Oxazoles were prepared containing alkyl and phenyl substituents at C-5, alkyl, alkenyl, and phenyl substituents at C-4, and alkyl, alkenyl, phenyl, and functionalized substituents at C-2.

  DOI：

  10.1021/jo00038a020
• 作为产物：
  描述：

  甲基锂 、 2-Phenyl-2-(trimethylsilyl)-2-<(trimethylsilyl)oxy>ethanenitrile 、 三氟乙酸酐 生成 Trifluoro-acetic acid (Z)-2-(1,1,1,3,3,3-hexamethyl-disilazan-2-yl)-1-phenyl-propenyl ester
  参考文献：
  名称：

  Synthesis of oxazoles from O-trimethylsilyl acyltrimethylsilane cyanohydrins

  摘要：

  Sequential addition of organolithium reagents and acyl chlorides (or anhydrides) to O-trimethylsilyl acyltrimethylsilane cyanohydrins affords beta-(acyloxy)-N,N-bis(trimethylsilyl) enamines which cyclize to substituted oxazoles under thermolysis or treatment with trimethylsilyl trifluoromethanesulfonate. Oxazoles were prepared containing alkyl and phenyl substituents at C-5, alkyl, alkenyl, and phenyl substituents at C-4, and alkyl, alkenyl, phenyl, and functionalized substituents at C-2.

  DOI：

  10.1021/jo00038a020

文献信息

• Synthesis of oxazoles from O-trimethylsilyl acyltrimethylsilane cyanohydrins
  作者：Robert F. Cunico、Chia P. Kuan

  DOI：10.1021/jo00038a020

  日期：1992.6

  Sequential addition of organolithium reagents and acyl chlorides (or anhydrides) to O-trimethylsilyl acyltrimethylsilane cyanohydrins affords beta-(acyloxy)-N,N-bis(trimethylsilyl) enamines which cyclize to substituted oxazoles under thermolysis or treatment with trimethylsilyl trifluoromethanesulfonate. Oxazoles were prepared containing alkyl and phenyl substituents at C-5, alkyl, alkenyl, and phenyl substituents at C-4, and alkyl, alkenyl, phenyl, and functionalized substituents at C-2.