4-methyl-1,3-bis<(trimethylsilyl)oxy>-1-ethoxy-1-pentene | 136890-98-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 4-methyl-1,3-bis<(trimethylsilyl)oxy>-1-ethoxy-1-pentene
• 英文别名: 4-methyl-1,3-bis[(trimethylsilyl)oxy]-1-ethoxy-1-pentene
• CAS: 136890-98-7
• 化学式: C₁₄H₃₂O₃Si₂
• 分子量: 304.577
• InChiKey: LWVPBVHYZOMLRR-KAMYIIQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.59
• 重原子数：
  19.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-methyl-1,3-bis<(trimethylsilyl)oxy>-1-ethoxy-1-pentene 在 sodium methylate 、 三乙胺 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 3.0h， 生成 Ethyl trans-3-isopropyloxirane-2-carboxylate
  参考文献：
  名称：

  Synthesis and reactions of 3-hydroxy-2-nosyloxy esters produced by the stereoselective reduction of 2-nosyloxy-3-keto esters

  摘要：

  The reduction of 2-nosyloxy-3-keto esters is an effective method for the preparation of 3-hydroxy-2-nosyloxy esters. The reduction is stereoselective for the syn isomer. The anti isomer can be produced as the major product by the addition of p-nitrobenzenesulfonyl peroxide to ketene bis-silyl acetal derivatives of 3-hydroxy esters. The diastereomers are separable chromatographically and can be converted stereospecifically to glycidic esters and 2-azido-3-hydroxy esters. As such they appear to have excellent potential as versatile synthetic intermediates for the synthesis of 1,2,3-trifunctional substances.

  DOI：

  10.1021/jo00024a013
• 作为产物：
  描述：

  三甲基氯硅烷 、 ethyl 3-hydroxy-4-methylpentanoate 在 lithium diisopropyl amide 作用下， 生成 4-methyl-1,3-bis<(trimethylsilyl)oxy>-1-ethoxy-1-pentene
  参考文献：
  名称：

  Synthesis and reactions of 3-hydroxy-2-nosyloxy esters produced by the stereoselective reduction of 2-nosyloxy-3-keto esters

  摘要：

  The reduction of 2-nosyloxy-3-keto esters is an effective method for the preparation of 3-hydroxy-2-nosyloxy esters. The reduction is stereoselective for the syn isomer. The anti isomer can be produced as the major product by the addition of p-nitrobenzenesulfonyl peroxide to ketene bis-silyl acetal derivatives of 3-hydroxy esters. The diastereomers are separable chromatographically and can be converted stereospecifically to glycidic esters and 2-azido-3-hydroxy esters. As such they appear to have excellent potential as versatile synthetic intermediates for the synthesis of 1,2,3-trifunctional substances.

  DOI：

  10.1021/jo00024a013