(R)-2-(tert-butyldimethylsilyloxy)-1-(2,4,5-trimethoxyphenyl)propan-1-one | 1422453-73-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-(tert-butyldimethylsilyloxy)-1-(2,4,5-trimethoxyphenyl)propan-1-one
• 英文别名: (2R)-2-[tert-butyl(dimethyl)silyl]oxy-1-(2,4,5-trimethoxyphenyl)propan-1-one
• CAS: 1422453-73-3
• 化学式: C₁₈H₃₀O₅Si
• 分子量: 354.519
• InChiKey: AMJCTXIPHBQQBH-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-2-(tert-butyldimethylsilyloxy)-1-(2,4,5-trimethoxyphenyl)propan-1-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以78%的产率得到Tatarinoid A; (2R)-2-羟基-1-(2,4,5-三甲氧基苯基)-1-丙酮
  参考文献：
  名称：

  Syntheses of (−)-Tatarinoid A, (±)-Tatarinoid B, and (−)-Tatarinoid C

  摘要：

  The syntheses of (-)-Tatarinoid A, (+/-)-Tatarinoid B, and (-)-Tatarinoid C in one to three steps are described herein. (-)-Tatarinoid A and (-)-Tatarinoid C are both constructed in three steps from 1-bromo-2,4,5-trimethoxybenzene in overall yields of 63% and 74%, respectively. The addition of (1-methoxyethyl)triphenylphosphonium ylide to 2,4,5-trimethoxybenzaldehyde provides (+/-)-Tatarinoid B in one step in 97% yield. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.10.104
• 作为产物：
  描述：

  (R)-2-((叔丁基二甲基甲硅烷基)氧基)丙酸甲酯 在 正丁基锂 、 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 (R)-2-(tert-butyldimethylsilyloxy)-1-(2,4,5-trimethoxyphenyl)propan-1-one
  参考文献：
  名称：

  Syntheses of (−)-Tatarinoid A, (±)-Tatarinoid B, and (−)-Tatarinoid C

  摘要：

  The syntheses of (-)-Tatarinoid A, (+/-)-Tatarinoid B, and (-)-Tatarinoid C in one to three steps are described herein. (-)-Tatarinoid A and (-)-Tatarinoid C are both constructed in three steps from 1-bromo-2,4,5-trimethoxybenzene in overall yields of 63% and 74%, respectively. The addition of (1-methoxyethyl)triphenylphosphonium ylide to 2,4,5-trimethoxybenzaldehyde provides (+/-)-Tatarinoid B in one step in 97% yield. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.10.104

文献信息

• Syntheses of (−)-Tatarinoid A, (±)-Tatarinoid B, and (−)-Tatarinoid C
  作者：Yuriy Slutskyy、William T. Jewell、Claudia G. Lucero

  DOI：10.1016/j.tetlet.2012.10.104

  日期：2013.1

  The syntheses of (-)-Tatarinoid A, (+/-)-Tatarinoid B, and (-)-Tatarinoid C in one to three steps are described herein. (-)-Tatarinoid A and (-)-Tatarinoid C are both constructed in three steps from 1-bromo-2,4,5-trimethoxybenzene in overall yields of 63% and 74%, respectively. The addition of (1-methoxyethyl)triphenylphosphonium ylide to 2,4,5-trimethoxybenzaldehyde provides (+/-)-Tatarinoid B in one step in 97% yield. Published by Elsevier Ltd.