1-<<(2,2-Dimethyl-1,3-dioxolan-4-yl)methoxy>methyl>-5(R)-methyl-2-pyrrolidinone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-<<(2,2-Dimethyl-1,3-dioxolan-4-yl)methoxy>methyl>-5(R)-methyl-2-pyrrolidinone
• 英文别名: 1-{[(2,2-Dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-5(R)-methyl-2-pyrrolidinone；(5R)-1-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxymethyl]-5-methylpyrrolidin-2-one
• 化学式: C₁₂H₂₁NO₄
• 分子量: 243.303
• InChiKey: UGQDLSPCKVYKFS-YHMJZVADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-(+)-5-羟甲基-2-吡咯烷酮对甲苯磺酸酯 在 三甲基氯硅烷 、 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 、 sodium iodide 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 14.5h， 生成 1-<<(2,2-Dimethyl-1,3-dioxolan-4-yl)methoxy>methyl>-5(R)-methyl-2-pyrrolidinone
  参考文献：
  名称：

  5(R)-Methyl-1-(chloromethyl)-2-pyrrolidinone: a new reagent for the determination of enantiomeric composition of alcohols

  摘要：

  We have prepared a new chiral nonracemic reagent (5(R)-methyl-1-(chloromethyl)-2-pyrrolidinone) in enantiopure form that reacts with alcohols containing a stereogenic center to produce diastereomeric N-(alkoxymethyl)-2-pyrrolidinone derivatives. These derivatives exhibit large and easily observed diastereotopic signals in the proton NMR that allow direct determination of diastereomeric ratio (% dr) for the product.

  DOI：

  10.1021/jo00086a021

文献信息

• 5(R)-Methyl-1-(chloromethyl)-2-pyrrolidinone: a new reagent for the determination of enantiomeric composition of alcohols
  作者：Michael B. Smith、Bruce T. Dembofsky、Young Chan Son

  DOI：10.1021/jo00086a021

  日期：1994.4

  We have prepared a new chiral nonracemic reagent (5(R)-methyl-1-(chloromethyl)-2-pyrrolidinone) in enantiopure form that reacts with alcohols containing a stereogenic center to produce diastereomeric N-(alkoxymethyl)-2-pyrrolidinone derivatives. These derivatives exhibit large and easily observed diastereotopic signals in the proton NMR that allow direct determination of diastereomeric ratio (% dr) for the product.