methyl (S)-3-(3-bromo-4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoate | 1228185-27-0

• 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: methyl (S)-3-(3-bromo-4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoate
• CAS: 1228185-27-0
• 化学式: C₂₇H₃₁BrN₂O₆
• 分子量: 559.457
• InChiKey: ONWQPJCZMPPTFC-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  99.89
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl (S)-3-(3-bromo-4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2S)-2-Amino-3-{3-bromo-4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid methyl ester
  参考文献：
  名称：

  (S)-3-(4-(2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-(piperazin-1-yl)propanoic acid compounds: Synthesis and biological evaluation of dual PPARα/γ agonists

  摘要：

  A series of novel, potent PPAR alpha/gamma dual agonists were synthesized and appraised. The most potent analogue, compound 2b demonstrated EC50 value of 0.012 +/- 0.002 and 0.032 +/- 0.01 mu M, respectively, for hPPAR alpha and hPPAR gamma in transactivation assay. Additionally, compound 2b demonstrated good glucose and lipid lowering effect in genetic diabetic (db/db) mice. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.071
• 作为产物：
  描述：

  L-酪氨酸,3-溴-N-[(1,1-二甲基乙氧基)羰基]-,甲基酯 、 2-(5-甲基-2-苯基-1,3-恶唑-4-基)-1-乙醇 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 甲苯 为溶剂， 生成 methyl (S)-3-(3-bromo-4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoate
  参考文献：
  名称：

  (S)-3-(4-(2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-(piperazin-1-yl)propanoic acid compounds: Synthesis and biological evaluation of dual PPARα/γ agonists

  摘要：

  A series of novel, potent PPAR alpha/gamma dual agonists were synthesized and appraised. The most potent analogue, compound 2b demonstrated EC50 value of 0.012 +/- 0.002 and 0.032 +/- 0.01 mu M, respectively, for hPPAR alpha and hPPAR gamma in transactivation assay. Additionally, compound 2b demonstrated good glucose and lipid lowering effect in genetic diabetic (db/db) mice. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.071