3-methyl-2-(3-menthyloxy)-1,3,2-oxaazaphospholane | 577974-43-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-methyl-2-(3-menthyloxy)-1,3,2-oxaazaphospholane
• 英文别名: 3-methyl-2-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-1,3,2-oxazaphospholidine
• CAS: 577974-43-7；92208-93-0
• 化学式: C₁₃H₂₆NO₂P
• 分子量: 259.329
• InChiKey: LLSMZHRJSQNOCG-JRYBQZLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methyl-2-(3-menthyloxy)-1,3,2-oxaazaphospholane 在 吡啶 、 溴 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 26.17h， 生成 O-(3-menthyl)-O-(3-cholesteryl)-[N-(2-bromoethyl)-N-methyl]amidophosphate
  参考文献：
  名称：

  摘要：

  A promising approach to synthesis of diesteramide lipid structures of cationic type proceeding from menthol cycloamidophosphites was considered. The latter easily undergo an oxidative decyclization when treated with bromine. The bromoamidophosphates thus obtained readily react with glycerol and cholesterol derivatives providing models of lipo(P --> N)cholines of cationic type which are among the most important substances in the modern phospholipid chemistry.

  DOI：

  10.1023/a:1022505916623
• 作为产物：
  描述：

  L-薄荷醇 、 N,N-diethyl-3-methyl-1,3,2-oxazaphospholidin-2-amine 以 苯 为溶剂， 反应 4.0h， 以87%的产率得到3-methyl-2-(3-menthyloxy)-1,3,2-oxaazaphospholane
  参考文献：
  名称：

  摘要：

  A promising approach to synthesis of diesteramide lipid structures of cationic type proceeding from menthol cycloamidophosphites was considered. The latter easily undergo an oxidative decyclization when treated with bromine. The bromoamidophosphates thus obtained readily react with glycerol and cholesterol derivatives providing models of lipo(P --> N)cholines of cationic type which are among the most important substances in the modern phospholipid chemistry.

  DOI：

  10.1023/a:1022505916623

文献信息

• ——
  作者：D. A. Predvoditelev、G. V. Kosarev、S. V. Suvorkin、E. E. Nifant'ev

  DOI：10.1023/a:1022505916623

  日期：——

  A promising approach to synthesis of diesteramide lipid structures of cationic type proceeding from menthol cycloamidophosphites was considered. The latter easily undergo an oxidative decyclization when treated with bromine. The bromoamidophosphates thus obtained readily react with glycerol and cholesterol derivatives providing models of lipo(P --> N)cholines of cationic type which are among the most important substances in the modern phospholipid chemistry.