(3R)-3-(2,4-dichlorophenyl)-5-methoxy-5-oxopentanoic acid | 1207950-20-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (3R)-3-(2,4-dichlorophenyl)-5-methoxy-5-oxopentanoic acid
• CAS: 1207950-20-6
• 化学式: C₁₂H₁₂Cl₂O₄
• 分子量: 291.131
• InChiKey: CLAYCZDCWGPRPJ-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R)-3-(2,4-dichlorophenyl)-5-methoxy-5-oxopentanoic acid 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Chirality Holds the Key for Potent Inhibition of the Botulinum Neurotoxin Serotype A Protease

  摘要：

  Botulinum neurotoxin serotype A (BoNT/A) is the most toxic protein known to man and also a bioterrorism agent. As defined by our previous research targeting the etiological agent responsible for BoNT/A intoxication, a protease, we now report on the asymmetric synthesis of four new BoNT/A inhibitors; the most potent of this series is roughly 2-fold more active than the best small molecule inhibitor currently known.

  DOI：

  10.1021/ol902820z
• 作为产物：
  描述：

  Dimethyl 3-(2,4-dichlorophenyl)pentanedioate 在 水 、 sodium hydroxide 、 chymotrypsin 、 盐酸 作用下， 以 水 为溶剂， 反应 84.0h， 以45%的产率得到(3R)-3-(2,4-dichlorophenyl)-5-methoxy-5-oxopentanoic acid
  参考文献：
  名称：

  Chirality Holds the Key for Potent Inhibition of the Botulinum Neurotoxin Serotype A Protease

  摘要：

  Botulinum neurotoxin serotype A (BoNT/A) is the most toxic protein known to man and also a bioterrorism agent. As defined by our previous research targeting the etiological agent responsible for BoNT/A intoxication, a protease, we now report on the asymmetric synthesis of four new BoNT/A inhibitors; the most potent of this series is roughly 2-fold more active than the best small molecule inhibitor currently known.

  DOI：

  10.1021/ol902820z

文献信息

• Chirality Holds the Key for Potent Inhibition of the Botulinum Neurotoxin Serotype A Protease
  作者：G. Neil Stowe、Peter Šilhár、Mark S. Hixon、Nicholas R. Silvaggi、Karen N. Allen、Scott T. Moe、Alan R. Jacobson、Joseph T. Barbieri、Kim D. Janda

  DOI：10.1021/ol902820z

  日期：2010.2.19

  Botulinum neurotoxin serotype A (BoNT/A) is the most toxic protein known to man and also a bioterrorism agent. As defined by our previous research targeting the etiological agent responsible for BoNT/A intoxication, a protease, we now report on the asymmetric synthesis of four new BoNT/A inhibitors; the most potent of this series is roughly 2-fold more active than the best small molecule inhibitor currently known.