2,2-dimethyl-N-[(1R)-1-[2-(2-oxopropylsulfonyl)phenyl]ethyl]propanamide | 183204-10-6

• 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: 2,2-dimethyl-N-[(1R)-1-[2-(2-oxopropylsulfonyl)phenyl]ethyl]propanamide
• CAS: 183204-10-6
• 化学式: C₁₆H₂₃NO₄S
• 分子量: 325.429
• InChiKey: USEPVSGJXAYDQP-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  88.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-N-[(1R)-1-[2-(2-oxopropylsulfonyl)phenyl]ethyl]propanamide 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 生成 N-[(1R)-1-[2-[(2S)-2-hydroxypropyl]sulfonylphenyl]ethyl]-2,2-dimethylpropanamide 、 N-{(R)-1-[2-((R)-2-Hydroxy-propane-1-sulfonyl)-phenyl]-ethyl}-2,2-dimethyl-propionamide
  参考文献：
  名称：

  Asymmetric synthesis of β-hydroxy sulfones by reduction of chiral β-keto sulfones

  摘要：

  Chiral beta-keto sulfones 3 have been prepared from enantiomerically pure sulfinic acids 2 derived from (R)- and S-methylbenzylamine. Enantiospecific reduction of these ketosulfones 3 can be achieved using different hydrides affording beta-hydroxy sulfones. Opposite configurations on the newly created stereocenter is obtained with DIBAL-H or LAH as reducing agents. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00310-2
• 作为产物：
  描述：

  (R)-(+)-N-(1-phenylethyl)-2,2-dimethylpropanamide 在 二氧化硫 、 叔丁基锂 、 sodium hydride 作用下， 生成 2,2-dimethyl-N-[(1R)-1-[2-(2-oxopropylsulfonyl)phenyl]ethyl]propanamide
  参考文献：
  名称：

  Asymmetric synthesis of β-hydroxy sulfones by reduction of chiral β-keto sulfones

  摘要：

  Chiral beta-keto sulfones 3 have been prepared from enantiomerically pure sulfinic acids 2 derived from (R)- and S-methylbenzylamine. Enantiospecific reduction of these ketosulfones 3 can be achieved using different hydrides affording beta-hydroxy sulfones. Opposite configurations on the newly created stereocenter is obtained with DIBAL-H or LAH as reducing agents. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00310-2

文献信息

• Asymmetric synthesis of β-hydroxy sulfones by reduction of chiral β-keto sulfones
  作者：M.Carmen Bernabeu、Pedro Bonete、Francisco Caturla、Rafael Chinchilla、Carmen Nájera

  DOI：10.1016/0957-4166(96)00310-2

  日期：1996.9

  Chiral beta-keto sulfones 3 have been prepared from enantiomerically pure sulfinic acids 2 derived from (R)- and S-methylbenzylamine. Enantiospecific reduction of these ketosulfones 3 can be achieved using different hydrides affording beta-hydroxy sulfones. Opposite configurations on the newly created stereocenter is obtained with DIBAL-H or LAH as reducing agents. Copyright (C) 1996 Elsevier Science Ltd