(+)-N-(1(R)-phenylethyl)-3(R)-tert-butyldimethylsilyloxybutyramide | 139952-18-4

• 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-(1(R)-phenylethyl)-3(R)-tert-butyldimethylsilyloxybutyramide
• CAS: 139952-18-4
• 化学式: C₁₈H₃₁NO₂Si
• 分子量: 321.535
• InChiKey: HIQNPKXSXFJUNZ-HUUCEWRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (R)-(+)-N-(1-phenylethyl)-3-oxobutyramide 在 sodium tetrahydroborate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 生成 (+)-N-(1(R)-phenylethyl)-3(R)-tert-butyldimethylsilyloxybutyramide
  参考文献：
  名称：

  Homochiral amine synthesis by baker's yeast resolution of a β-keto amide: 1-Phenylethylamine

  摘要：

  Preliminary investigation of the resolution potential of baker's yeast reduction of beta-keto amides has been carried out with 1-phenylethylamine. Enantiomeric excess was determined by direct comparison of resolved enantiomers with derivatives prepared from commercially available (R)-(+)-1-phenylethylamine and was found to be 56-58.6% for the S enantiomer and 76-84.6% for the R enantiomer.

  DOI：

  10.1016/s0957-4166(00)80207-4

文献信息

• Homochiral amine synthesis by baker's yeast resolution of a β-keto amide: 1-Phenylethylamine
  作者：T. Hudlicky、Gene Gillman、Catherine Andersen

  DOI：10.1016/s0957-4166(00)80207-4

  日期：1992.1

  Preliminary investigation of the resolution potential of baker's yeast reduction of beta-keto amides has been carried out with 1-phenylethylamine. Enantiomeric excess was determined by direct comparison of resolved enantiomers with derivatives prepared from commercially available (R)-(+)-1-phenylethylamine and was found to be 56-58.6% for the S enantiomer and 76-84.6% for the R enantiomer.