dimethyl 2-(6-bromobenzo[d][1,3]dioxol-5-yl)-2-hydroxyethylphosphonate | 1161444-38-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: dimethyl 2-(6-bromobenzo[d][1,3]dioxol-5-yl)-2-hydroxyethylphosphonate
• 英文别名: 1-(6-Bromo-1,3-benzodioxol-5-yl)-2-[dimethoxy(oxido)phosphaniumyl]ethanol；1-(6-bromo-1,3-benzodioxol-5-yl)-2-[dimethoxy(oxido)phosphaniumyl]ethanol
• CAS: 1161444-38-7
• 化学式: C₁₁H₁₄BrO₆P
• 分子量: 353.106
• InChiKey: FAHOQNRYEURRED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  80.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(6-bromobenzo[d][1,3]dioxol-5-yl)-2-hydroxyethylphosphonate 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以52%的产率得到dimethyl 2-(6-bromobenzo[d][1,3]dioxol-5-yl)-2-oxoethylphosphonate
  参考文献：
  名称：

  Synthesis of β-ketophosphonates with electron rich β-aryl groups as useful organophosphorus reagents in lignans synthesis

  摘要：

  Investigation of the oxidation reaction of election rich alkoxy substituted beta-aryl beta-hydroxyphosphonates to Corresponding beta-ketophosphonates. which may be Utilized in syntheses of lignans with various oxidizing agents (PCC, PDC, SIBX, CAN, Oxone (R), KMNO4,SiO2, KMNO4/MS 4 angstrom, KMNO4/CuSO4, KMNO4/CuSO4 Al2O3, MnO2, CrO3/SiO2, H2O2/salen) is described. The effect of oxidants and reaction conditions on the reaction efficiency and yield was also investigated. (C) 2009 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tet.2009.03.025
• 作为产物：
  描述：

  6-溴-3,4-亚甲基二氧苯甲醛 、 甲基膦酸二甲酯 在 正丁基锂 、 氯化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 以84%的产率得到dimethyl 2-(6-bromobenzo[d][1,3]dioxol-5-yl)-2-hydroxyethylphosphonate
  参考文献：
  名称：

  Synthesis of β-ketophosphonates with electron rich β-aryl groups as useful organophosphorus reagents in lignans synthesis

  摘要：

  Investigation of the oxidation reaction of election rich alkoxy substituted beta-aryl beta-hydroxyphosphonates to Corresponding beta-ketophosphonates. which may be Utilized in syntheses of lignans with various oxidizing agents (PCC, PDC, SIBX, CAN, Oxone (R), KMNO4,SiO2, KMNO4/MS 4 angstrom, KMNO4/CuSO4, KMNO4/CuSO4 Al2O3, MnO2, CrO3/SiO2, H2O2/salen) is described. The effect of oxidants and reaction conditions on the reaction efficiency and yield was also investigated. (C) 2009 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tet.2009.03.025

文献信息

• Synthesis of β-ketophosphonates with electron rich β-aryl groups as useful organophosphorus reagents in lignans synthesis
  作者：Marek Koprowski、Dorota Szymańska、Agnieszka Bodzioch、Bernard Marciniak、Ewa Różycka-Sokołowska、Piotr Bałczewski

  DOI：10.1016/j.tet.2009.03.025

  日期：2009.5

  Investigation of the oxidation reaction of election rich alkoxy substituted beta-aryl beta-hydroxyphosphonates to Corresponding beta-ketophosphonates. which may be Utilized in syntheses of lignans with various oxidizing agents (PCC, PDC, SIBX, CAN, Oxone (R), KMNO4,SiO2, KMNO4/MS 4 angstrom, KMNO4/CuSO4, KMNO4/CuSO4 Al2O3, MnO2, CrO3/SiO2, H2O2/salen) is described. The effect of oxidants and reaction conditions on the reaction efficiency and yield was also investigated. (C) 2009 Elsevier Ltd. All rights reserved,