(S)-3-methyl-3-methyl(13)-4-phenyl-butan-2-one | 457064-01-6

• 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: (S)-3-methyl-3-methyl(13)-4-phenyl-butan-2-one
• CAS: 457064-01-6
• 化学式: C₁₂H₁₆O
• 分子量: 177.247
• InChiKey: UBNAVIPKORDBNB-SCVNILTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (S)-3-methyl-3-methyl(13)-4-phenyl-butan-2-one 在 [RuCl2(hexamethylbenzene)]2 、 (S)-2-氨基-1-苯乙醇 作用下， 反应 0.5h， 生成 (2R,3S)-3-methyl-3-(13)methyl-4-phenyl-butan-2-ol 、 (2S,2S)-3-methyl-3-(13)methyl-4-phenyl-butan-2-ol
  参考文献：
  名称：

  Isotopically Chiral Probes for in Situ High-Throughput Asymmetric Reaction Analysis

  摘要：

  In this work, we disclose a high-throughput screening assay for in situ analysis of enantioselection. The assay makes use of enantioenriched probe substrates that are isotopically chiral by virtue of a 13C isotope label. Upon catalytic asymmetric transformation, the carbon labels in the pseudoenantiomeric reaction products are in alternate diastereotopic environments and therefore lead to unique resonances. Simple integration allows for calculation of conversion and enantioselection.

  DOI：

  10.1021/ja026703t
• 作为产物：
  描述：

  3-hydroxy-2-methyl-2-methyl(13)-3-phenyl-propionic acid methyl ester 在 tetrafluoroboric acid 、 二甲基乙基硅烷 、 triethylsilyl methyllithium 作用下， 以 二氯甲烷 、 正戊烷 为溶剂， 反应 30.1h， 生成 (S)-3-methyl-3-methyl(13)-4-phenyl-butan-2-one
  参考文献：
  名称：

  Isotopically Chiral Probes for in Situ High-Throughput Asymmetric Reaction Analysis

  摘要：

  In this work, we disclose a high-throughput screening assay for in situ analysis of enantioselection. The assay makes use of enantioenriched probe substrates that are isotopically chiral by virtue of a 13C isotope label. Upon catalytic asymmetric transformation, the carbon labels in the pseudoenantiomeric reaction products are in alternate diastereotopic environments and therefore lead to unique resonances. Simple integration allows for calculation of conversion and enantioselection.

  DOI：

  10.1021/ja026703t