2-(((tert-Butyldiphenylsilyl)oxy)methyl)thiazole-4-carbaldehyde | 318471-44-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(((tert-Butyldiphenylsilyl)oxy)methyl)thiazole-4-carbaldehyde
• 英文别名: 2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1,3-thiazole-4-carbaldehyde
• CAS: 318471-44-2
• 化学式: C₂₁H₂₃NO₂SSi
• 分子量: 381.571
• InChiKey: YSHZUPRCSYQYKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  455.3±41.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(((tert-Butyldiphenylsilyl)oxy)methyl)thiazole-4-carbaldehyde 在 三氟甲磺酸二丁硼 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 9.0h， 生成
  参考文献：
  名称：

  Regioselective synthesis of fluoroaldols. Studies toward fluoroepothilones syntheses via antibody catalysis

  摘要：

  A general method for the synthesis of fluoromethyl aldols has been developed. Tributylboron enolates of fluoroacetone react with thiazole aldehydes (6) to provide fluoromethylaldols (4) regioselectively in high yields. Regioisomeric fluoroaldols (5) are produced as a 1:1 isomeric mixture of the erythro and three products via a two-step procedure: first, aldol reaction with Weinreb amide and then Grignard reaction. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01469-6
• 作为产物：
  描述：

  ethyl 2-((tert-butyl)diphenylsilyloxymethyl)thiazole-4-carboxylate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-(((tert-Butyldiphenylsilyl)oxy)methyl)thiazole-4-carbaldehyde
  参考文献：
  名称：

  Regioselective synthesis of fluoroaldols. Studies toward fluoroepothilones syntheses via antibody catalysis

  摘要：

  A general method for the synthesis of fluoromethyl aldols has been developed. Tributylboron enolates of fluoroacetone react with thiazole aldehydes (6) to provide fluoromethylaldols (4) regioselectively in high yields. Regioisomeric fluoroaldols (5) are produced as a 1:1 isomeric mixture of the erythro and three products via a two-step procedure: first, aldol reaction with Weinreb amide and then Grignard reaction. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01469-6

文献信息

• Regioselective synthesis of fluoroaldols. Studies toward fluoroepothilones syntheses via antibody catalysis
  作者：Subhash C. Sinha、Shantanu Dutta、Jian Sun

  DOI：10.1016/s0040-4039(00)01469-6

  日期：2000.10

  A general method for the synthesis of fluoromethyl aldols has been developed. Tributylboron enolates of fluoroacetone react with thiazole aldehydes (6) to provide fluoromethylaldols (4) regioselectively in high yields. Regioisomeric fluoroaldols (5) are produced as a 1:1 isomeric mixture of the erythro and three products via a two-step procedure: first, aldol reaction with Weinreb amide and then Grignard reaction. (C) 2000 Published by Elsevier Science Ltd.