(S)-methyl 3-(4-(2-tert-butoxy-2-oxoethoxy)phenyl)-2-methoxypropanoate | 1085313-29-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-methyl 3-(4-(2-tert-butoxy-2-oxoethoxy)phenyl)-2-methoxypropanoate
• CAS: 1085313-29-6
• 化学式: C₁₇H₂₄O₆
• 分子量: 324.374
• InChiKey: GHCGWQBBTMKVGI-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-methyl 3-(4-(2-tert-butoxy-2-oxoethoxy)phenyl)-2-methoxypropanoate 在 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 (S)-2-(4-(2,3-dimethoxy-3-oxopropyl)phenoxy)acetic acid
  参考文献：
  名称：

  [EN] SELECTIVE PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR MODULATORS
  [FR] MODULATEURS SELECTIFS DE RECEPTEURS ACTIVES PAR LES PROLIFERATEURS DE PEROXYSOME

  摘要：

  本发明涉及一种新颖化合物，其组成以及使用具有结构式（I）的化合物或其药学上可接受的盐、溶剂合物、水合物或立体异构体，该化合物在治疗或预防由过氧化物酶体增殖激活受体（PPAR）介导的疾病中具有用途，如X综合症、2型糖尿病、高血糖、高脂血症、肥胖、凝血异常、高血压、动脉粥样硬化以及与X综合症和心血管疾病有关的其他疾病。

  公开号：

  WO2005061441A1
• 作为产物：
  描述：

  (S)-methyl 3-(4-hydroxyphenyl)-2-methoxypropanoate 、 溴乙酸叔丁酯 在 四丁基碘化铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以850.8 g的产率得到(S)-methyl 3-(4-(2-tert-butoxy-2-oxoethoxy)phenyl)-2-methoxypropanoate
  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

• [EN] SELECTIVE PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR MODULATORS<br/>[FR] MODULATEURS SELECTIFS DE RECEPTEURS ACTIVES PAR LES PROLIFERATEURS DE PEROXYSOME
  申请人：LILLY CO ELI

  公开号：WO2005061441A1

  公开（公告）日：2005-07-07

  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.

  本发明涉及一种新颖化合物，其组成以及使用具有结构式（I）的化合物或其药学上可接受的盐、溶剂合物、水合物或立体异构体，该化合物在治疗或预防由过氧化物酶体增殖激活受体（PPAR）介导的疾病中具有用途，如X综合症、2型糖尿病、高血糖、高脂血症、肥胖、凝血异常、高血压、动脉粥样硬化以及与X综合症和心血管疾病有关的其他疾病。
• 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.