2(2'-cyano-2'-hydroxyethyl)-4,4-dimethyl-2-oxazoline | 150649-39-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 2(2'-cyano-2'-hydroxyethyl)-4,4-dimethyl-2-oxazoline
• 英文别名: 3-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-2-hydroxypropanenitrile
• CAS: 150649-39-1
• 化学式: C₈H₁₂N₂O₂
• 分子量: 168.195
• InChiKey: ZBMNLNONNNYFJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  65.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Isobutylmagnesium chloride 、 2(2'-cyano-2'-hydroxyethyl)-4,4-dimethyl-2-oxazoline 在 硼烷四氢呋喃络合物 作用下， 生成
  参考文献：
  名称：

  A simple total synthesis of naturally occurring hydroxy-amino acids by enzymatic kinetic resolution

  摘要：

  Both optically pure enantiomers of GABOB and isoserine were obtained by enzymatic kinetic resolution of acetylated precursors in three or four steps. The key intermediates were cyanohydrins available from simple aldehydes. This procedure can be applied to other unusual hydroxy amino acids widely distributed in biologically important peptides.

  DOI：

  10.1016/s0957-4166(00)80128-7
• 作为产物：
  描述：

  2,4,4-三甲基-2-恶唑 在 正丁基锂 、 sodium acetate buffer 作用下， 以 四氢呋喃 、 乙醇 、 水 、 正戊烷 为溶剂， 反应 2.33h， 生成 2(2'-cyano-2'-hydroxyethyl)-4,4-dimethyl-2-oxazoline
  参考文献：
  名称：

  A simple total synthesis of naturally occurring hydroxy-amino acids by enzymatic kinetic resolution

  摘要：

  Both optically pure enantiomers of GABOB and isoserine were obtained by enzymatic kinetic resolution of acetylated precursors in three or four steps. The key intermediates were cyanohydrins available from simple aldehydes. This procedure can be applied to other unusual hydroxy amino acids widely distributed in biologically important peptides.

  DOI：

  10.1016/s0957-4166(00)80128-7

文献信息

• A simple total synthesis of naturally occurring hydroxy-amino acids by enzymatic kinetic resolution
  作者：Yang Lu、Christine Miet、Nicole Kunesch、Jacques E. Poisson

  DOI：10.1016/s0957-4166(00)80128-7

  日期：1993.5

  Both optically pure enantiomers of GABOB and isoserine were obtained by enzymatic kinetic resolution of acetylated precursors in three or four steps. The key intermediates were cyanohydrins available from simple aldehydes. This procedure can be applied to other unusual hydroxy amino acids widely distributed in biologically important peptides.