(S)-methyl 2-ethoxy-3-(4-(2-(4-ethoxyphenylethylamino)-2-oxoethoxy)phenyl)propanoate | 1085313-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-methyl 2-ethoxy-3-(4-(2-(4-ethoxyphenylethylamino)-2-oxoethoxy)phenyl)propanoate
• 英文别名: methyl (2S)-3-[4-[2-[2-(4-ethoxyphenyl)ethylamino]-2-oxoethoxy]phenyl]-2-methoxypropanoate
• CAS: 1085313-34-3
• 化学式: C₂₃H₂₉NO₆
• 分子量: 415.486
• InChiKey: VXUBLSWHTKSZCJ-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-methyl 2-ethoxy-3-(4-(2-(4-ethoxyphenylethylamino)-2-oxoethoxy)phenyl)propanoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以96%的产率得到(S)-3-(4-(2-(4-ethoxyphenethylamino)-2-oxoethoxy)phenyl)-2-methoxypropanoic acid
  参考文献：
  名称：

  Syntheses of a Selective Peroxisome Proliferator Activated Receptor Modulator and Practical New Preparations of 2-(4-Alkoxyphenyl)ethylamines

  摘要：

  This article describes chemistry that was developed to give access to multigram quantities of the selective peroxisome proliferator activated receptor modulator (SPPARM), compound 1.(1) Fischer esterifications, phase transfer-catalyzed alkylations, amide couplings, crystallizations, and a new synthesis were developed to accomplish this task. In addition, an efficient method for preparing 2-(4-alkoxyphenyl)ethylamines 7a-d from tyramine 9 was developed that involves O-alkylation of intermediate Schiff base 11 and subsequent acid-catalyzed hydrolysis to afford the target molecules as crystalline hydrochloride salts.

  DOI：

  10.1021/op800215a
• 作为产物：
  描述：

  (S)-methyl 3-(4-hydroxyphenyl)-2-methoxypropanoate 、 2-氯-N-[2-(4-乙氧基苯基)乙基]乙酰胺 在 四丁基碘化铵 、 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以89.9%的产率得到(S)-methyl 2-ethoxy-3-(4-(2-(4-ethoxyphenylethylamino)-2-oxoethoxy)phenyl)propanoate
  参考文献：
  名称：

  Syntheses of a Selective Peroxisome Proliferator Activated Receptor Modulator and Practical New Preparations of 2-(4-Alkoxyphenyl)ethylamines

  摘要：

  This article describes chemistry that was developed to give access to multigram quantities of the selective peroxisome proliferator activated receptor modulator (SPPARM), compound 1.(1) Fischer esterifications, phase transfer-catalyzed alkylations, amide couplings, crystallizations, and a new synthesis were developed to accomplish this task. In addition, an efficient method for preparing 2-(4-alkoxyphenyl)ethylamines 7a-d from tyramine 9 was developed that involves O-alkylation of intermediate Schiff base 11 and subsequent acid-catalyzed hydrolysis to afford the target molecules as crystalline hydrochloride salts.

  DOI：

  10.1021/op800215a

文献信息

• Selective peroxisome proliferator activated receptor modulators
  申请人：Ferritto Crespo Rafael

  公开号：US20070066683A1

  公开（公告）日：2007-03-22

  The present invention is directed to a novel compound, its composition and use of a compound having a structural formula (I), or a pharmaceutically acceptable salt, solvate, hydrate or stereoisomers thereof, which is useful in treating or preventing disorders mediated by a peroxisome proliferator activated receptor (PPAR) such as syndrome X, type II diabetes, hyperglycemia, hyperlipidemia, obesity, coagaulopathy, hypertension, arteriosclerosis, and other disorders related to syndrome X and cardiovascular diseases.

  本发明涉及一种新的化合物、其组成和化合物的应用，该化合物具有结构式(I)，或其药学上可接受的盐、溶剂化合物、水合物或立体异构体，可用于治疗或预防由过氧化物酶体增殖活化受体（PPAR）介导的疾病，例如X综合症、2型糖尿病、高血糖、高脂血症、肥胖症、凝血障碍、高血压、动脉硬化和与X综合症和心血管疾病相关的其他疾病。
• US7321056B2
  申请人：——

  公开号：US7321056B2

  公开（公告）日：2008-01-22
• Syntheses of a Selective Peroxisome Proliferator Activated Receptor Modulator and Practical New Preparations of 2-(4-Alkoxyphenyl)ethylamines
  作者：Nicholas A. Magnus、Bret A. Astleford、John Brennan、James R. Stout、Roger W. Tharp-Taylor

  DOI：10.1021/op800215a

  日期：2009.3.20

  This article describes chemistry that was developed to give access to multigram quantities of the selective peroxisome proliferator activated receptor modulator (SPPARM), compound 1.(1) Fischer esterifications, phase transfer-catalyzed alkylations, amide couplings, crystallizations, and a new synthesis were developed to accomplish this task. In addition, an efficient method for preparing 2-(4-alkoxyphenyl)ethylamines 7a-d from tyramine 9 was developed that involves O-alkylation of intermediate Schiff base 11 and subsequent acid-catalyzed hydrolysis to afford the target molecules as crystalline hydrochloride salts.