2-((S)-2,2,5,5-Tetramethyl-[1,3]dioxolan-4-yl)-thiazole-4-carboxylic acid | 425602-79-5

• 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-((S)-2,2,5,5-Tetramethyl-[1,3]dioxolan-4-yl)-thiazole-4-carboxylic acid
• 英文别名: 2-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]-1,3-thiazole-4-carboxylic acid
• CAS: 425602-79-5
• 化学式: C₁₁H₁₅NO₄S
• 分子量: 257.31
• InChiKey: HNUBSKQUSMPVQU-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  96.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-((S)-2,2,5,5-Tetramethyl-[1,3]dioxolan-4-yl)-thiazole-4-carboxylic acid 在 四氢吡咯 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 氢氟酸 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 三苯基膦 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 55.0h， 生成 2-[(1S)-1-acetyloxy-2-[2-[(1S)-1-[(2S,3S)-7,7-dichloro-3-hydroxy-2-methyloctanoyl]oxy-2-hydroxy-2-methylpropyl]-1,3-thiazole-4-carbonyl]oxy-2-methylpropyl]-1,3-thiazole-4-carboxylic acid
  参考文献：
  名称：

  Total Synthesis of Hectochlorin

  摘要：

  [GRAPHIC]Hectochlorin (1) is a marine natural product with significant fungicidal activity. A synthesis effort was initiated to develop a flexible route to hectochlorin which would allow access to analogues with potentially improved activity and/or attributes relative to the natural product. A successful total synthesis of hectochlorin is described.

  DOI：

  10.1021/ol025604h
• 作为产物：
  描述：

  Ethyl 2-(2-methylprop-1-enyl)-1,3-thiazole-4-carboxylate 在 sodium hydroxide 、 甲基磺酰胺 、 AD-mix-β 作用下， 以 1,4-二氧六环 、 水 、 叔丁醇 为溶剂， 反应 23.0h， 生成 2-((S)-2,2,5,5-Tetramethyl-[1,3]dioxolan-4-yl)-thiazole-4-carboxylic acid
  参考文献：
  名称：

  Total Synthesis of Hectochlorin

  摘要：

  [GRAPHIC]Hectochlorin (1) is a marine natural product with significant fungicidal activity. A synthesis effort was initiated to develop a flexible route to hectochlorin which would allow access to analogues with potentially improved activity and/or attributes relative to the natural product. A successful total synthesis of hectochlorin is described.

  DOI：

  10.1021/ol025604h

文献信息

• Total Synthesis of Hectochlorin
  作者：Jeannie R. P. Cetusic、Frederick R. Green、Paul R. Graupner、M. Paige Oliver

  DOI：10.1021/ol025604h

  日期：2002.4.1

  [GRAPHIC]Hectochlorin (1) is a marine natural product with significant fungicidal activity. A synthesis effort was initiated to develop a flexible route to hectochlorin which would allow access to analogues with potentially improved activity and/or attributes relative to the natural product. A successful total synthesis of hectochlorin is described.