p-hydroxy-O,O'-bis(tert-butyldimethylsilyl)-N,N’-dihydroxybenzamidine | 1610930-39-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: p-hydroxy-O,O'-bis(tert-butyldimethylsilyl)-N,N’-dihydroxybenzamidine
• CAS: 1610930-39-6
• 化学式: C₁₉H₃₆N₂O₃Si₂
• 分子量: 396.677
• InChiKey: OFQGXCMLGPGCNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  63.08
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  O-(叔丁基二甲基硅烷)羟胺 、 p-hydroxybenzhydroxamic acid chloride 以 二氯甲烷 为溶剂， 反应 144.0h， 以55%的产率得到p-hydroxy-O,O'-bis(tert-butyldimethylsilyl)-N,N’-dihydroxybenzamidine
  参考文献：
  名称：

  Synthesis of p-amino-N,N′-dihydroxybenzamidine using a TBDMS protecting group protocol

  摘要：

  A synthetic route to p-amino-N,N'-dihydroxybenzamidine is established using a TBDMS protecting group strategy starting with p-nitrobenzhydroxamic acid chloride, which is transformed to O,O'-bis(tert-butyl-dimethylsilyl)-N,N'-dihydroxybenzamidine. Reduction with sodium dithionite occurs without degradation of the dihydroxyamidine functional group. Deprotection with ammonium fluoride is fast and efficient. This is important because no other possibility to synthesize this derivative has been found up to now. Furthermore, TBDMS protecting group strategy is proved to be adaptable to other substituted N,N'-dihydroxybenzamidines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.048