methyl-pyridin-4-ylmethyl-phosphinic acid butyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: methyl-pyridin-4-ylmethyl-phosphinic acid butyl ester
• 英文别名: 4-[[Butoxy(methyl)phosphoryl]methyl]pyridine
• 化学式: C₁₁H₁₈NO₂P
• 分子量: 227.243
• InChiKey: LIRHWCRHNGNIKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  butyl methylphosphinate 、 4-氯甲基吡啶盐酸盐 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到methyl-pyridin-4-ylmethyl-phosphinic acid butyl ester
  参考文献：
  名称：

  Alkylation of H-Phosphinate Esters under Basic Conditions

  摘要：

  An efficient and general procedure was developed for the direct alkylation of H-phosphinate esters with LHMDS at low temperature. The simplicity of the reaction allows the use of various H-phosphinate esters and takes place with a wide range of electrophiles. The approach can be employed to access some GABA analogues or precursors to GABA analogues. The isolated yields are moderate to good. This is the first report of an alkylation with a secondary iodide or a primary chloride.

  DOI：

  10.1021/jo062436o

文献信息

• Alkylation of <i>H</i>-Phosphinate Esters under Basic Conditions
  作者：Isabelle Abrunhosa-Thomas、Claire E. Sellers、Jean-Luc Montchamp

  DOI：10.1021/jo062436o

  日期：2007.4.1

  An efficient and general procedure was developed for the direct alkylation of H-phosphinate esters with LHMDS at low temperature. The simplicity of the reaction allows the use of various H-phosphinate esters and takes place with a wide range of electrophiles. The approach can be employed to access some GABA analogues or precursors to GABA analogues. The isolated yields are moderate to good. This is the first report of an alkylation with a secondary iodide or a primary chloride.