3-Methoxy-2,4-dimethyl-5-oxothiophene-2-carbaldehyde | 890933-75-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢噻吩类
• 英文名称: 3-Methoxy-2,4-dimethyl-5-oxothiophene-2-carbaldehyde
• 英文别名: 3-methoxy-2,4-dimethyl-5-oxothiophene-2-carbaldehyde
• CAS: 890933-75-2
• 化学式: C₈H₁₀O₃S
• 分子量: 186.232
• InChiKey: UNXQQOHHKCKKGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Methoxy-2,4-dimethyl-5-oxothiophene-2-carbaldehyde 在 正丁基锂 、 1-丙基膦酸二乙酯 作用下， 以 六甲基磷酰三胺 为溶剂， 生成 4-methoxy-3,5-dimethylthiotetronic acid
  参考文献：
  名称：

  Novel route to 5-position vinyl derivatives of thiolactomycin: olefination versus deformylation

  摘要：

  Vinyl and diene derivatives of thiolactomycin have been prepared via Horner-Wadsworth-Emmons olefination from protected 5-formyl-3,5-dimethylthiotetronic acid. Several 4-position protecting groups and a variety of phosphonates were evaluated, with MOM protection and beta-ketophosphonates yielding the highest ratio of the desired product to deformylated product. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.058
• 作为产物：
  描述：

  5-(Hydroxymethyl)-4-methoxy-3,5-dimethylthiophen-2-one 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以87%的产率得到3-Methoxy-2,4-dimethyl-5-oxothiophene-2-carbaldehyde
  参考文献：
  名称：

  Novel route to 5-position vinyl derivatives of thiolactomycin: olefination versus deformylation

  摘要：

  Vinyl and diene derivatives of thiolactomycin have been prepared via Horner-Wadsworth-Emmons olefination from protected 5-formyl-3,5-dimethylthiotetronic acid. Several 4-position protecting groups and a variety of phosphonates were evaluated, with MOM protection and beta-ketophosphonates yielding the highest ratio of the desired product to deformylated product. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.058

文献信息

• Novel route to 5-position vinyl derivatives of thiolactomycin: olefination versus deformylation
  作者：Pilho Kim、Clifton E. Barry、Cynthia S. Dowd

  DOI：10.1016/j.tetlet.2006.03.058

  日期：2006.5

  Vinyl and diene derivatives of thiolactomycin have been prepared via Horner-Wadsworth-Emmons olefination from protected 5-formyl-3,5-dimethylthiotetronic acid. Several 4-position protecting groups and a variety of phosphonates were evaluated, with MOM protection and beta-ketophosphonates yielding the highest ratio of the desired product to deformylated product. (c) 2006 Elsevier Ltd. All rights reserved.