(S)-methyl 2-((S)-3-(3,5-bis(trifluoromethyl)phenyl)-2-(tert-butoxycarbonylamino)propanamido)-3-phenylpropanoate | 1207604-47-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-methyl 2-((S)-3-(3,5-bis(trifluoromethyl)phenyl)-2-(tert-butoxycarbonylamino)propanamido)-3-phenylpropanoate
• CAS: 1207604-47-4
• 化学式: C₂₆H₂₈F₆N₂O₅
• 分子量: 562.509
• InChiKey: XRZMUDSMRHQGLJ-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  39.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  93.73
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-methyl 2-((S)-3-(3,5-bis(trifluoromethyl)phenyl)-2-(tert-butoxycarbonylamino)propanamido)-3-phenylpropanoate 、 三氟乙酸 反应 0.5h， 生成
  参考文献：
  名称：

  Incorporation of Fluorinated Phenylalanine Generates Highly Specific Inhibitor of Proteasome’s Chymotrypsin-like Sites

  摘要：

  Proteasomal processing is conducted by three individual catalytic subunits, namely beta 1, beta 2, and beta 5. Subunit-specific inhibitors are useful tools In dissecting the role of these individual Subunits and are leads toward the development of antitumor agents. We here report that the presence of fluorinated phenyl-alanine derivatives in peptide based proteasome inhibitors has a profound effect on inhibitor potency and selectivity, Specifically, compound 4a emerges as one of the most beta 5 specific inhibitors known to date.

  DOI：

  10.1021/jm9015685
• 作为产物：
  描述：

  (S)-3-(3,5-bis(trifluoromethyl)phenyl)-2-(tert-butoxycarbonylamino)propanoic acid 、 (L)-phenylalanine methyl ester trifluoroacetate 在 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到(S)-methyl 2-((S)-3-(3,5-bis(trifluoromethyl)phenyl)-2-(tert-butoxycarbonylamino)propanamido)-3-phenylpropanoate
  参考文献：
  名称：

  Incorporation of Fluorinated Phenylalanine Generates Highly Specific Inhibitor of Proteasome’s Chymotrypsin-like Sites

  摘要：

  Proteasomal processing is conducted by three individual catalytic subunits, namely beta 1, beta 2, and beta 5. Subunit-specific inhibitors are useful tools In dissecting the role of these individual Subunits and are leads toward the development of antitumor agents. We here report that the presence of fluorinated phenyl-alanine derivatives in peptide based proteasome inhibitors has a profound effect on inhibitor potency and selectivity, Specifically, compound 4a emerges as one of the most beta 5 specific inhibitors known to date.

  DOI：

  10.1021/jm9015685