diethyl 1,1-difluoro-3-acetoxy-4-bromophosphonate | 122039-29-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: diethyl 1,1-difluoro-3-acetoxy-4-bromophosphonate
• 英文别名: (2-bromo-4-diethoxyphosphoryl-4,4-difluorobutyl) acetate
• CAS: 122039-29-6
• 化学式: C₁₀H₁₈BrF₂O₅P
• 分子量: 367.124
• InChiKey: WAZOUJAZEQQWDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  19.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  diethyl 1,1-difluoro-3-butenylphosphonate 生成 diethyl 1,1-difluoro-3-acetoxy-4-bromophosphonate
  参考文献：
  名称：

  CHAMBERS, RICHARD D.;JAOUHARI, RABIH;OHAGAN, DAVID, J. CHEM. SOC. CHEM. COMMUN.,(1988) N 17, C. 1169-1170

  摘要：

  DOI：

文献信息

• Fluorine in enzyme chemistry part 2 The preparation of difluoromethylenephosphonate analogues of glycolytic phosphates. Approaching an isosteric and isoelectronic phosphate mimic
  作者：R.D. Chambers、R. Jaouhari、D. O'Hagan

  DOI：10.1016/s0040-4020(01)81089-9

  日期：1989.1

  The preparation of difluoromethylenephosphonate analogues of the glycolytic intermediates, glycerol-3-phosphate and 3-phosphoglycerate are described. Attempts to prepare the corresponding analogue of dihydroxyacetone phosphate failed due the facile elimination of hydrogen fluoride from the target molecule. Finally the synthesis of a difluoromethylenephosphonate possessing inhibitory activity against

  描述了糖酵解中间体的二氟亚甲基膦酸酯类似物3-磷酸甘油酯和3-磷酸甘油酸酯的制备。尝试从目标分子中轻松消除氟化氢，尝试制备相应的磷酸二羟基丙酮类似物的尝试失败。最后，描述了对流感病毒的RNA转录酶具有抑制活性的二氟亚甲基膦酸酯的合成。
• Fluorine in enzyme Chemistry: Part 1. Synthesis of difluoromethylenephosphonate derivatives as phosphate mimics
  作者：R.D. Chambers、R. Jaouhari、D. O'Hagan

  DOI：10.1016/s0022-1139(00)83944-5

  日期：1989.8

  Diethyl difluoromethylphosphonylcadmium bromide reacts with allyl and benzyl halides in THF to give the corresponding difluoromethylenephosphonate derivatives. The reaction with allyl bromide affords a versatile synthetic intermediate which undergoes a variety of synthetic transformations and therefore becomes a key compound in the preparation of elaborated difluoromethylenephosphonates of biological

  二乙基二氟甲基膦酰基溴化镉与烯丙基和苄基卤化物在THF中反应，生成相应的二氟亚甲基膦酸酯衍生物。与烯丙基溴的反应提供了一种通用的合成中间体，该中间体经历了各种合成转化，因此成为制备具有生物学意义的精制二氟亚甲基膦酸酯的关键化合物。
• Synthesis of a difluoromethylenephosphonate analogue of glycerol-3-phosphate. A substrate for NADH linked glycerol-3-phosphate dehydrogenase
  作者：Richard D. Chambers、Rabih Jaouhari、David O'Hagan

  DOI：10.1039/c39880001169

  日期：——

  A synthesis of the cyclohexylammonium salt of (±)-1,1-difluoro-3,4-dihydroxybutylphosphonate (9) is described; (9) is a substrate for NADH linked glycerol-3-phosphate dehydrogenase.

  描述了（±）-1,1-二氟-3,4-二羟基丁基膦酸酯（9）的环己基铵盐的合成；（9）是NADH连接的3-磷酸甘油脱氢酶的底物。