[N(S)]-N-allyl-N-benzyl-N-[(1S)-1-(hydroxymethyl)-3-phenylpropyl]-N-methylammonium bromide | 1161828-94-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [N(S)]-N-allyl-N-benzyl-N-[(1S)-1-(hydroxymethyl)-3-phenylpropyl]-N-methylammonium bromide
• 英文别名: [N(S),αS]-α-(hydroxymethyl)-N-methyl-N-(phenylmethyl)-N-prop-2-en-1-ylbenzenepropanaminium bromide；(S)-benzyl-[(2S)-1-hydroxy-4-phenylbutan-2-yl]-methyl-prop-2-enylazanium;bromide
• CAS: 1161828-94-9
• 化学式: Br*C₂₁H₂₈NO
• 分子量: 390.363
• InChiKey: BYJFYWFFBPKSFV-VROPFNGYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-benzyl-N-methyl-L-homophenylalaninol 、 3-溴丙烯 以 乙腈 为溶剂， 以45%的产率得到[N(R)]-N-allyl-N-benzyl-N-[(1S)-1-(hydroxymethyl)-3-phenylpropyl]-N-methylammonium bromide
  参考文献：
  名称：

  L-氨基酸的“ N-立体异构季铵盐”：合成，分离和绝对构型

  摘要：

  Abstractmagnified imageDiastereoisomeric linear and cyclic ‘N‐chiral quaternary ammonium salts’ (QASs) were efficiently synthesized from corresponding L‐amino acids in high yields. The diastereoisomers of each pair of ‘N‐chiral QASs’ were successfully separated. The absolute configurations of these QASs were determined predominately by X‐ray single‐crystal analysis. The 1H‐NMR data of ‘N‐chiral QASs’ provided characteristic information on the configuration of the N‐chiral center. ‘N‐Chiral QASs’ exemplified by [N(R)]‐2a and [N(S)]‐2a are stable in protic and aprotic solvents within a broad pH and temperature range.

  DOI：

  10.1002/hlca.200800326