2,3-dibromo-3-methyl-1-methoxyphospholane 1-oxide | 1310570-27-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: 2,3-dibromo-3-methyl-1-methoxyphospholane 1-oxide
• CAS: 1310570-27-4
• 化学式: C₆H₁₁Br₂O₂P
• 分子量: 305.934
• InChiKey: VJNMKWALECLGGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-methoxy-3-methyl-2-phospholene 1-oxide 在 manganese(IV) oxide 、 溴 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以64%的产率得到2,3-dibromo-3-methyl-1-methoxyphospholane 1-oxide
  参考文献：
  名称：

  Preparation of Phospha Sugar Analogues and Their Evaluation as Novel Molecular Targeting Anticancer Agents

  摘要：

  Phospha sugars were prepared by a novel synthetic route starting from phosphorus heterocyclic compounds, 2-phospholenes. The anhydro-and deoxy-phospha sugar derivatives have been revealed to have potential anticancer activities against human leukemia of K562 and U937 cell lines. In this article, deoxybromophospha sugars with different numbers of bromo substituents were prepared, and their anticancer activities were evaluated by MTT method. The order of the activities depending on the number of bromo substituent was first revealed, and trideoxytribromotetrofuranose type phospha sugar [2,3,4-tribromo-3-methyl-1-phenylphospholane 1-oxide (4: TBMPPAO)] was the most active among these phospha sugars prepared. Diasteromers of dideoxydibromotetrofuranose-type phospha sugar [2,3-dibromo-3-methyl-1-phenylphospholane 1-oxide (2: DBMPPAO)] were separated into four components, and the structure as well as the character of each component was assigned by spectral and chromatographic data as well as by MTT method.The deoxybromophospha sugars have higher antileukemia activity than Gleevec against U937 cells.

  DOI：

  10.1080/10426507.2010.530326