二甲基乙烯基磷酸酯 | 10429-10-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 二甲基乙烯基磷酸酯
• 英文名称: phosphoric acid dimethyl ester vinyl ester
• 英文别名: Dimethyl-vinyl-phosphat；Vinyl-dimethyl-phosphat；Vinyl-dimethylphosphat；Dimethylvinylphosphat；Vinyldimethylphosphat；Dimethyl vinyl phosphate；ethenyl dimethyl phosphate
• CAS: 10429-10-4
• 化学式: C₄H₉O₄P
• 分子量: 152.087
• InChiKey: FXBLJWDJXBQLEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2919900090

反应信息

• 作为反应物：
  描述：

  二甲基乙烯基磷酸酯 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 29.0h， 生成 phosphoric acid 1-chloroethyl ester dimethyl ester
  参考文献：
  名称：

  An Efficient Strategy for the Synthesis of 1-Chloroethyl Phosphates and Phosphoramidates

  摘要：

  [GRAPHIC]A versatile, efficient, and simple method for the preparation of various 1-chloroethyl phosphates and phosphoramidates is described. The protected chlorophosphates or phosphoramidates are synthesized to the vinyl derivative under mild conditions, followed by conversion to the chloroethylidene phosphate or phosphoramidate by dry HCl gas, resulting in good to excellent yields. 1-Chloroethyl phosphates and phosphoramidates are excellent building blocks for the synthesis of novel ethylidene-linked phosphate prodrugs.

  DOI：

  10.1021/jo0513562
• 作为产物：
  描述：

  四氢呋喃 、 氯磷酸二甲酯 在 正丁基锂 作用下， 以 正己烷 为溶剂， 反应 19.25h， 以52%的产率得到二甲基乙烯基磷酸酯
  参考文献：
  名称：

  An Efficient Strategy for the Synthesis of 1-Chloroethyl Phosphates and Phosphoramidates

  摘要：

  [GRAPHIC]A versatile, efficient, and simple method for the preparation of various 1-chloroethyl phosphates and phosphoramidates is described. The protected chlorophosphates or phosphoramidates are synthesized to the vinyl derivative under mild conditions, followed by conversion to the chloroethylidene phosphate or phosphoramidate by dry HCl gas, resulting in good to excellent yields. 1-Chloroethyl phosphates and phosphoramidates are excellent building blocks for the synthesis of novel ethylidene-linked phosphate prodrugs.

  DOI：

  10.1021/jo0513562

文献信息

• Palladium-catalyzed direct C-3 oxidative alkenylation of phosphachromones
  作者：Dongjin Kang、Jaeyoung Cho、Phil Ho Lee

  DOI：10.1039/c3cc45874a

  日期：——

  A method for the synthesis of C-3 alkenylated phosphachromones was developed using a direct intermolecular C-3 alkenylation with activated and non-activated alkenes through C–H activation under aerobic conditions.

  开发了一种合成C-3烯基化膦铬酮的方法，该方法通过在有氧条件下通过C-H活化，利用直接的分子间C-3烯基化反应，使用活化和非活化的烯烃实现。
• Gaydou,E.M., Bulletin de la Societe Chimique de France, 1973, p. 2275 - 2278
  作者：Gaydou,E.M.

  DOI：——

  日期：——
• Abramov,V.S.; Savintseva,R.N., Journal of general chemistry of the USSR, 1969, vol. 38, # 12, p. 2602 - 2603
  作者：Abramov,V.S.、Savintseva,R.N.

  DOI：——

  日期：——
• Peiffer,G. et al., Bulletin de la Societe Chimique de France, 1969, p. 1304 - 1311
  作者：Peiffer,G. et al.

  DOI：——

  日期：——
• An Efficient Strategy for the Synthesis of 1-Chloroethyl Phosphates and Phosphoramidates
  作者：Hanna Kumpulainen、Tomi Järvinen、Raimo Saari、Marko Lehtonen、Jouko Vepsäläinen

  DOI：10.1021/jo0513562

  日期：2005.10.1

  [GRAPHIC]A versatile, efficient, and simple method for the preparation of various 1-chloroethyl phosphates and phosphoramidates is described. The protected chlorophosphates or phosphoramidates are synthesized to the vinyl derivative under mild conditions, followed by conversion to the chloroethylidene phosphate or phosphoramidate by dry HCl gas, resulting in good to excellent yields. 1-Chloroethyl phosphates and phosphoramidates are excellent building blocks for the synthesis of novel ethylidene-linked phosphate prodrugs.

表征谱图