(1,1-Difluoro-2-methyl-propyl)-phosphonothioic acid O,O-diethyl ester | 853910-78-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: (1,1-Difluoro-2-methyl-propyl)-phosphonothioic acid O,O-diethyl ester
• 英文别名: (1,1-difluoro-2-methylpropyl)-diethoxy-sulfanylidene-λ5-phosphane
• CAS: 853910-78-8
• 化学式: C₈H₁₇F₂O₂PS
• 分子量: 246.258
• InChiKey: IDFYDWQKRBPMPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  14.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1,1-Difluoro-2-methyl-propyl)-phosphonothioic acid O,O-diethyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (1,1-Difluoro-2-methyl-propyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  A C3′ modified nucleotide. The difluorophosphonate function, a phosphate mimic, governs the conformational behaviour of the ribofuranose

  摘要：

  A conformational analysis using the Pseurot 6.3 software package of a modified nucleoside-3'-phosphate is reported and reveals that the phosphate mimic strongly influences the conformational behaviour of the ribose ring and shifts the North/ South equilibrium to a northern position. A rational classification by the group electronegativity of several phosphate analogues is presented. The lambda factor of the difluorophosphonate group in water (Diez-Donders generalised Karplus equation) is also determined. (c) 2005 Elsevier Ltd, All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.028
• 作为产物：
  描述：

  (1,1-Difluoro-2-hydroxy-2-methyl-propyl)-phosphonothioic acid O,O-diethyl ester 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 3.0h， 生成 (1,1-Difluoro-2-methyl-propyl)-phosphonothioic acid O,O-diethyl ester
  参考文献：
  名称：

  A C3′ modified nucleotide. The difluorophosphonate function, a phosphate mimic, governs the conformational behaviour of the ribofuranose

  摘要：

  A conformational analysis using the Pseurot 6.3 software package of a modified nucleoside-3'-phosphate is reported and reveals that the phosphate mimic strongly influences the conformational behaviour of the ribose ring and shifts the North/ South equilibrium to a northern position. A rational classification by the group electronegativity of several phosphate analogues is presented. The lambda factor of the difluorophosphonate group in water (Diez-Donders generalised Karplus equation) is also determined. (c) 2005 Elsevier Ltd, All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.028