Dimethyl-2-hydroxy-1,1,1,3,3,3-hexafluoroisopropyl-phosphonat | 27375-65-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: Dimethyl-2-hydroxy-1,1,1,3,3,3-hexafluoroisopropyl-phosphonat
• 英文别名: (2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phosphonic acid dimethyl ester；2-Dimethoxyphosphoryl-1,1,1,3,3,3-hexafluoropropan-2-ol
• CAS: 27375-65-1
• 化学式: C₅H₇F₆O₄P
• 分子量: 276.072
• InChiKey: CXQLNJJGTKXXQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Dimethyl-2-hydroxy-1,1,1,3,3,3-hexafluoroisopropyl-phosphonat 在 三乙胺 作用下， 反应 0.5h， 生成 Dimethyl hexafluoroisopropyl phosphate
  参考文献：
  名称：

  Synthesis of organophosphates with fluorine-containing leaving groups as serine esterase inhibitors with potential for Alzheimer disease therapeutics

  摘要：

  Acetylcholinesterase and butyrylcholinesterase inhibitors are potential cognition enhancers in Alzheimer disease. O,O-Dialkylphosphate inhibitors with 1-substituted 2,2,2-trifluoroethoxy leaving groups were synthesized by phosphonate-phosphate rearrangement. Substituents in the 1-position of the leaving group along with the O-alkyl groups modulated potency and selectivity against acetylcholinesterase, butyrylcholinesterase, and carboxylesterase. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.065
• 作为产物：
  描述：

  亚磷酸二甲酯 、 六氟丙酮 生成 Dimethyl-2-hydroxy-1,1,1,3,3,3-hexafluoroisopropyl-phosphonat
  参考文献：
  名称：

  Synthesis of organophosphates with fluorine-containing leaving groups as serine esterase inhibitors with potential for Alzheimer disease therapeutics

  摘要：

  Acetylcholinesterase and butyrylcholinesterase inhibitors are potential cognition enhancers in Alzheimer disease. O,O-Dialkylphosphate inhibitors with 1-substituted 2,2,2-trifluoroethoxy leaving groups were synthesized by phosphonate-phosphate rearrangement. Substituents in the 1-position of the leaving group along with the O-alkyl groups modulated potency and selectivity against acetylcholinesterase, butyrylcholinesterase, and carboxylesterase. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.065

文献信息

• Synthesis of O-phosphorylated 1-substituted 2,2,2-trifluoroethanols, serine hydrolase inhibitors
  作者：A. Yu. Aksinenko、V. B. Sokolov、T. V. Goreva、G. F. Makhaeva

  DOI：10.1007/s11172-010-0050-2

  日期：2010.1

  Reactivity of trifluoromethyl carbonyl compounds in a two-step reaction with dialkyl phos-phites (the Abramov reaction and phosphonate—phosphate rearrangement) has been studied and the scope of this reaction for the preparation of O-phosphorylated 1-substituted 2,2,2-trifluoro-ethanols, serine hydrolase inhibitors, has been determined.

  研究了三氟甲基羰基化合物在与亚磷酸二烷基酯（阿布拉莫夫反应和膦酸酯-磷酸重排）的两步反应中的反应性，以及该反应制备 O-磷酸化 1-取代 2,2,2 的范围-三氟乙醇，丝氨酸水解酶抑制剂，已被确定。