2-ethoxy-4-methyl-1,3,2-dioxaphosphorinane 2-oxide | 699-62-7

• 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
• 英文名称: 2-ethoxy-4-methyl-1,3,2-dioxaphosphorinane 2-oxide
• 英文别名: 2-ethoxy-4-methyl-[1,3,2]dioxaphosphinane 2-oxide；2-Ethoxy-4-methyl-1,3,2lambda5-dioxaphosphinane 2-oxide；2-ethoxy-4-methyl-1,3,2λ5-dioxaphosphinane 2-oxide
• CAS: 699-62-7
• 化学式: C₆H₁₃O₄P
• 分子量: 180.141
• InChiKey: YDHZRBQZWHMGRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-ethoxy-4-methyl-1,3,2-dioxaphosphorinane 在 mercury(II) oxide 作用下， 以 苯 为溶剂， 反应 15.0h， 以59.5%的产率得到2-ethoxy-4-methyl-1,3,2-dioxaphosphorinane 2-oxide
  参考文献：
  名称：

  Reaction of epoxides with metaphosphoric acid derivatives

  摘要：

  Ethyl metaphosphate (EtOPO2), eliminated in the thermolysis of the bridged cyclic phosphonate endo-3-ethoxy-6-methyl-N-phenyl-2,3-oxaphosphabicyclo[2.2.2]oct-5-ene-8,9-dicarboximide 3-oxide, has been found to cause ring opening of epoxides, resulting in formation of 2-ethoxy-4-substituted 1,3,2-dioxaphospholane 2-oxides as major products. N,N-Diethyl metaphosphoramidate (Et2NPO2) reacted similarly. With ethyl metathiophosphate (EtOP(S)O), the 1,3,2-oxathiaphospholane 2-oxide ring was formed. Products of these reactions were characterized by P-31 NMR spectroscopy and by GC-MS. These reactions are presumed to be initiated by electrophilic attack of the metaphosphate on the epoxide oxygen to form a cyclic oxonium ion.

  DOI：

  10.1021/jo00008a017

文献信息

• Cyclic phosphate and phosphite triesters - A P31 N.M.R. study
  作者：G.M. Blackburn、J.S. Cohen、Lord Todd

  DOI：10.1016/s0040-4039(00)70438-2

  日期：1964.1
• Reaction of epoxides with metaphosphoric acid derivatives
  作者：Ryszard Bodalski、Louis D. Quin

  DOI：10.1021/jo00008a017

  日期：1991.4

  Ethyl metaphosphate (EtOPO2), eliminated in the thermolysis of the bridged cyclic phosphonate endo-3-ethoxy-6-methyl-N-phenyl-2,3-oxaphosphabicyclo[2.2.2]oct-5-ene-8,9-dicarboximide 3-oxide, has been found to cause ring opening of epoxides, resulting in formation of 2-ethoxy-4-substituted 1,3,2-dioxaphospholane 2-oxides as major products. N,N-Diethyl metaphosphoramidate (Et2NPO2) reacted similarly. With ethyl metathiophosphate (EtOP(S)O), the 1,3,2-oxathiaphospholane 2-oxide ring was formed. Products of these reactions were characterized by P-31 NMR spectroscopy and by GC-MS. These reactions are presumed to be initiated by electrophilic attack of the metaphosphate on the epoxide oxygen to form a cyclic oxonium ion.
• PRODRUGS OF 2,4-PYRIMIDINEDIAMINE COMPOUNDS AND THEIR USES
  申请人：Bhamidipati Somasekhar

  公开号：US20110144059A1

  公开（公告）日：2011-06-16

  The present disclosure provides prodrugs of biologically active 2,4-pyrimidinediamine compounds, salts and hydrates of the prodrugs, compositions comprising the prodrugs, intermediates and methods for synthesizing the prodrugs and methods of using the prodrugs in a variety of applications.
• Prodrugs of 2,4-Pyrimidinediamine Compounds and Their Uses
  申请人：Singh Rajinder

  公开号：US20110319613A1

  公开（公告）日：2011-12-29

  The present disclosure provides prodrugs of biologically active 2,4-pyrimidinediamine compounds, compositions comprising the prodrugs, intermediates and methods for synthesizing the prodrugs and methods of using the prodrugs in a variety of applications.
• PYRIMIDINEDIAMINE KINASE INHIBITORS
  申请人：Singh Rajinder

  公开号：US20130012501A1

  公开（公告）日：2013-01-10

  Disclosed embodiments provide pyrimidinediamine compounds useful for inhibiting kinase activity, including the activity of polo-like kinase 1 (PLK1). Also disclosed are pharmaceutical compositions comprising these compounds and methods of treating diseases associated with kinase activity, in particular enhanced PLK1 catalytic activity, such as diseases associated with abnormal cell proliferation, including neoplastic disorders.