(S)-4-(((benzyloxy)carbonyl)amino)-5-oxo-5-(thiazol-2-yl)pentanoic acid | 1163302-27-9

• 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)-4-(((benzyloxy)carbonyl)amino)-5-oxo-5-(thiazol-2-yl)pentanoic acid
• CAS: 1163302-27-9
• 化学式: C₁₆H₁₆N₂O₅S
• 分子量: 348.379
• InChiKey: WZCHSKSBTLOQLT-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  105.59
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-4-(((benzyloxy)carbonyl)amino)-5-oxo-5-(thiazol-2-yl)pentanoic acid 、 二乙胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以90%的产率得到benzyl (S)-(5-(diethylamino)-1,5-dioxo-1-(thiazol-2-yl)pentan-2-yl)carbamate
  参考文献：
  名称：

  New developments for the design, synthesis and biological evaluation of potent SARS-CoV 3CLpro inhibitors

  摘要：

  A series of trifluoromethyl, benzothiazolyl or thiazolyl ketone-containing peptidic compounds as SARS-CoV 3CL protease inhibitors were developed and their potency was evaluated by in vitro protease inhibitory assays. Three candidates had encouraging results for the development of new anti-SARS compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.118
• 作为产物：
  描述：

  tert-butyl (S)-4-(((benzyloxy)carbonyl)amino)-5-oxo-5-(thiazol-2-yl)pentanoate 在 甲酸 作用下， 反应 12.0h， 以100%的产率得到(S)-4-(((benzyloxy)carbonyl)amino)-5-oxo-5-(thiazol-2-yl)pentanoic acid
  参考文献：
  名称：

  New developments for the design, synthesis and biological evaluation of potent SARS-CoV 3CLpro inhibitors

  摘要：

  A series of trifluoromethyl, benzothiazolyl or thiazolyl ketone-containing peptidic compounds as SARS-CoV 3CL protease inhibitors were developed and their potency was evaluated by in vitro protease inhibitory assays. Three candidates had encouraging results for the development of new anti-SARS compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.118