ethyl 3-methyl-2-{[(trifluoromethyl)sulfonyl]oxy}butanoate | 1448338-58-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: ethyl 3-methyl-2-{[(trifluoromethyl)sulfonyl]oxy}butanoate
• 英文别名: Ethyl 3-methyl-2-{[(trifluoromethyl)sulphonyl]oxy}butanoate；ethyl 3-methyl-2-(trifluoromethylsulfonyloxy)butanoate
• CAS: 1448338-58-6
• 化学式: C₈H₁₃F₃O₅S
• 分子量: 278.249
• InChiKey: BNLGLLXIRJNGME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 3-methyl-2-{[(trifluoromethyl)sulfonyl]oxy}butanoate 在 (+)-苯并四咪唑 、 二-1-萘甲醇 、 水 、 三甲基乙酸酐 、 sodium hydride 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 paraffin oil 为溶剂， 反应 28.42h， 生成 (R)-2-[(1,1'-biphenyl)-2-yloxy]-3-methylbutanoic acid
  参考文献：
  名称：

  A New Method for Production of Chiral 2-Aryloxypropanoic Acids Using Effective Kinetic Resolution of Racemic 2-Aryloxycarboxylic Acids

  摘要：

  We report a novel method for the preparation of 2-aryloxypropanoic acids by kinetic resolution of racemic 2-aryloxypropanoic acids using enantioselective esterification. The usage of pivalic anhydride (Piv(2)O) as an activating agent, bis(alpha-naphthyl)methanol ((alpha-Np)(2)CHOH) as an achiral alcohol, and (+)-benzotetramisole ((+)-BTM) as a chiral acyl-transfer catalyst enables the effective separation of various racemic 2-aryloxypropanoic acids to afford optically active carboxylic acids and the corresponding esters with high enantioselectivities. Furthermore, theoretical calculations of the transition states required to form the chiral esters successfully proved the enantiomer recognition mechanism of the asymmetric esterification.

  DOI：

  10.3987/com-12-s(n)79
• 作为产物：
  描述：

  3-甲基-2-氧代丁酰乙酯 在 2,6-二甲基吡啶 、 sodium tetrahydroborate 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 5.08h， 生成 ethyl 3-methyl-2-{[(trifluoromethyl)sulfonyl]oxy}butanoate
  参考文献：
  名称：

  A New Method for Production of Chiral 2-Aryloxypropanoic Acids Using Effective Kinetic Resolution of Racemic 2-Aryloxycarboxylic Acids

  摘要：

  We report a novel method for the preparation of 2-aryloxypropanoic acids by kinetic resolution of racemic 2-aryloxypropanoic acids using enantioselective esterification. The usage of pivalic anhydride (Piv(2)O) as an activating agent, bis(alpha-naphthyl)methanol ((alpha-Np)(2)CHOH) as an achiral alcohol, and (+)-benzotetramisole ((+)-BTM) as a chiral acyl-transfer catalyst enables the effective separation of various racemic 2-aryloxypropanoic acids to afford optically active carboxylic acids and the corresponding esters with high enantioselectivities. Furthermore, theoretical calculations of the transition states required to form the chiral esters successfully proved the enantiomer recognition mechanism of the asymmetric esterification.

  DOI：

  10.3987/com-12-s(n)79

文献信息

• Substituted Oxopyridine Derivatives and Use Thereof in the Treatment of Cardiovascular Disorders
  申请人：BAYER PHARMA AKTIENGESELLSCHAFT

  公开号：US20160052884A1

  公开（公告）日：2016-02-25

  The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and oedemas, and also ophthalmic disorders.

  这项发明涉及替代的氧代吡啶衍生物及其制备方法，以及它们用于制备用于治疗和/或预防疾病的药物，特别是心血管疾病，优选是血栓性或血栓栓塞性疾病、水肿以及眼科疾病。
• Substituted oxopyridine derivatives and use thereof in the treatment of cardiovascular disorders
  申请人：BAYER PHARMA AKTIENGESELLSCHAFT

  公开号：US09434690B2

  公开（公告）日：2016-09-06

  The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and oedemas, and also ophthalmic disorders.

  本发明涉及取代的氧代吡啶衍生物及其制备方法，以及它们用于制备药物治疗和/或预防疾病，特别是心血管疾病，优选血栓性或栓塞性疾病和水肿，以及眼科疾病的用途。
• Substituted oxopyridine derivatives and use thereof cardiovascular disorders
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：US10183932B2

  公开（公告）日：2019-01-22

  The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and oedemas, and also ophthalmic disorders.

  本发明涉及取代的氧吡啶衍生物及其制备工艺，还涉及其用于制备治疗和/或预防疾病的药物，尤其是心血管疾病，最好是血栓性或血栓栓塞性疾病和水肿，以及眼科疾病。
• 8-HYDROCARBYL SUBSTITUTED BENZODIZOCINE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS PROTEIN KINASE C (=PKC) MODULATORS
  申请人：GEORGETOWN UNIVERSITY

  公开号：EP0918757A1

  公开（公告）日：1999-06-02
• SUBSTITUIERTE OXOPYRIDIN-DERIVATE UND IHRE VERWENDUNG BEI DER BEHANDLUNG VON HERZ-KREISLAUF-ERKRANKUNGEN
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：EP2978756A1

  公开（公告）日：2016-02-03