1-(5-bromobenzofuran-2-yl)ethanol | 592542-03-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 1-(5-bromobenzofuran-2-yl)ethanol
• 英文别名: 1-(5-bromo-1-benzofuran-2-yl)ethanol
• CAS: 592542-03-5
• 化学式: C₁₀H₉BrO₂
• mdl: MFCD08443121
• 分子量: 241.084
• InChiKey: HBHGBROBZNHZKF-UHFFFAOYSA-N

物化性质

• 熔点：
  50 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  327.4±27.0 °C(Predicted)
• 密度：
  1.569±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(5-bromobenzofuran-2-yl)ethanol 在 lipase AK 、 lypozyme TL IM 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 (R)-1-(5-bromobenzofuran-2-yl)ethanol
  参考文献：
  名称：

  Kinetic resolution of 1-(benzofuran-2-yl)ethanols by lipase-catalyzed enantiomer selective reactions

  摘要：

  Kinetic resolution of racemic 1-(benzofuran-2-yl)ethanols rac-1a-d was performed by lipase-catalyzed enantiomer selective acylation (Emuch greater than100) yielding (1R)-1-acetoxy-1-(benzofuran-2-yl)ethanes (R)-2a-d and (1S)-1-(benzofuran-2-yl)ethanois (S)-1a-d in highly enantiopure form. The degree of enantiomer selectivity for enzymatic alcoholysis/hydrolysis processes starting from racemic 1-acetoxy-1-(benzofuran-2-yl)ethane rac-2 was also tested under various conditions including supercritical CO2 medium. Racemization-free lipase-catalyzed ethanolysis of the (1R)-1-acetoxy-1-(benzofuran-2-yl)ethanes (R)-2a-d yielded almost quantitatively the enantiopure (1R)-1-(benzofuran-2-yl)ethanols (R)-1a-d. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00358-6
• 作为产物：
  描述：

  2-乙酰基-5-溴苯并[b]呋喃 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以83%的产率得到1-(5-bromobenzofuran-2-yl)ethanol
  参考文献：
  名称：

  Optically active 1-(benzofuran-2-yl)ethanols and ethane-1,2-diols by enantiotopic selective bioreductions

  摘要：

  Enantiotopic selective reduction of 1-(benzofuran-2-yl)ethanones 1a-d, 1-(benzofuran-2-yl)-2-hydroxyethanones 4a-c and 2-acetoxy-1-(benzofuran-2-yl)ethanones 3a-c was performed by baker's yeast for preparation of optically active (benzofuran-2-yl)carbinols [(S)-5a-d, (S)-6a-c and (R)-6a-c, enantiomeric excess from 55 to 93% ee]. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00222-2

文献信息

• Acid Catalyzed Ring Transformation of Benzofurans to Tri- and Tetrasubstituted Furans
  作者：Seema Dhiman、S. S. V. Ramasastry

  DOI：10.1021/jo4018233

  日期：2013.10.18

  catalyzed benzofuran ring opening and furan ring closure sequence for the formation of tri- and tetrasubstituted furans is presented. Benzofuranyl carbinols and 1,3-dicarbonyls in the presence of a catalytic amount of an acid generated functionalized, polysubstituted furans in good to excellent yields via an unusual benzofuran ring opening and furan recyclization process. This reaction is found to be general

  提出了一种不寻常的布朗斯台德酸催化的苯并呋喃开环和呋喃环闭合序列，用于形成三和四取代的呋喃。苯并呋喃基甲醇和1,3-二羰基化合物在催化量的酸存在下，通过不寻常的苯并呋喃开环和呋喃再循环过程以良好至极好的收率生成了官能化的多取代呋喃。发现该反应即使在呋喃基甲醇上也很普遍；但是，它以中等收率产生了重排的多取代呋喃。
• BICYCLIC COMPOUND
  申请人：Kamata Makoto

  公开号：US20120010247A1

  公开（公告）日：2012-01-12

  The present invention provides a compound having an ACC inhibitory action, which is useful as an agent for the prophylaxis or treatment of obesity, diabetes, hypertension, hyperlipidemia, cardiac failure, diabetic complications, metabolic syndrome, sarcopenia, cancer and the like, and has superior efficacy. The present invention relates to a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

  本发明提供了一种具有ACC抑制作用的化合物，其可用作预防或治疗肥胖症、糖尿病、高血压、高脂血症、心衰、糖尿病并发症、代谢综合征、肌肉萎缩、癌症等的药物，并具有优越的疗效。本发明涉及一种由式(I)表示的化合物，其中每个符号如规范中所定义，或其盐。
• Bicyclic compound
  申请人：Kamata Makoto

  公开号：US08501804B2

  公开（公告）日：2013-08-06

  The present invention provides a compound having an ACC inhibitory action, which is useful as an agent for the prophylaxis or treatment of obesity, diabetes, hypertension, hyperlipidemia, cardiac failure, diabetic complications, metabolic syndrome, sarcopenia, cancer and the like, and has superior efficacy. The present invention relates to a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

  本发明提供一种具有ACC抑制作用的化合物，可用作预防或治疗肥胖症、糖尿病、高血压、高脂血症、心力衰竭、糖尿病并发症、代谢综合征、肌肉萎缩、癌症等的药物，并具有卓越的疗效。本发明涉及一种由式（I）表示的化合物，其中每个符号如规范中所定义，或其盐。
• US8501804B2
  申请人：——

  公开号：US8501804B2

  公开（公告）日：2013-08-06
• Optically active 1-(benzofuran-2-yl)ethanols and ethane-1,2-diols by enantiotopic selective bioreductions
  作者：Csaba Paizs、Monica Toşa、Cornelia Majdik、Paula Moldovan、Lajos Novák、Pál Kolonits、Adriana Marcovici、Florin-Dan Irimie、László Poppe

  DOI：10.1016/s0957-4166(03)00222-2

  日期：2003.6

  Enantiotopic selective reduction of 1-(benzofuran-2-yl)ethanones 1a-d, 1-(benzofuran-2-yl)-2-hydroxyethanones 4a-c and 2-acetoxy-1-(benzofuran-2-yl)ethanones 3a-c was performed by baker's yeast for preparation of optically active (benzofuran-2-yl)carbinols [(S)-5a-d, (S)-6a-c and (R)-6a-c, enantiomeric excess from 55 to 93% ee]. (C) 2003 Elsevier Science Ltd. All rights reserved.