2-(benzo[b]thiophen-3-yl)propanoic acid | 60706-36-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2-(benzo[b]thiophen-3-yl)propanoic acid
• 英文别名: rac. 2--propionsaeure；opt.akt. 2--propionsaeure；2-benzo[b]thiophen-3-yl-propionic acid；(+/-)-2-Benzo[b]thiophen-3-yl-propionsaeure；2-(1-Benzothiophen-3-yl)propanoic acid
• CAS: 60706-36-7
• 化学式: C₁₁H₁₀O₂S
• 分子量: 206.265
• InChiKey: MRCGBWUBNYAJRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(benzo[b]thiophen-3-yl)propanoic acid 生成 (R)-2-(benzo[b]thiophen-3-yl)propanoic acid
  参考文献：
  名称：

  Sjoeberg, Arkiv foer Kemi, 1957, vol. 11, p. 439,445

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴苯并噻吩 在 碘 、 magnesium 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 2.0h， 生成 2-(benzo[b]thiophen-3-yl)propanoic acid
  参考文献：
  名称：

  光合作用光催化和铜催化的对映选择性脱羧氰化反应

  摘要：

  已经实现了光氧化还原催化与不对称铜催化的合并，以将非手性羧酸转化为对映异构体富集的烷基腈。在温和的反应条件下，反应表现出较宽的底物范围，高收率和高对映选择性。此外，该反应可以扩大规模以合成关键的手性中间体为生物活性化合物。

  DOI：

  10.1021/jacs.7b09802

文献信息

• Palladium-Catalyzed α-Arylation of Carboxylic Acids and Secondary Amides via a Traceless Protecting Strategy
  作者：Zhi-Tao He、John F. Hartwig

  DOI：10.1021/jacs.9b03291

  日期：2019.7.31

  for the long-standing challenge of conducting the palladium-catalyzed α-arylation of carboxylic aids and secondary amides with aryl halides. Both of the presented coupling processes occur with a variety of carboxylic acids and amides and with a variety of aryl bromides containing a broad range of functional groups, including base-sensitive functionality like acyl, alkoxycarbonyl, nitro, cyano, and even

  针对钯催化羧酸助剂和仲酰胺与芳基卤化物的 α-芳基化这一长期存在的挑战，提出了一种新颖的无痕保护策略。所提出的两种偶联过程均与各种羧酸和酰胺以及各种含有多种官能团的芳基溴发生，包括碱敏感官能团，如酰基、烷氧基羰基、硝基、氰基，甚至羟基。通过该方法一步制备了5种商品化药物，收率81-96%。低钯负载量药物萘普生和氟比洛芬的克级合成进一步凸显了该方法的实用价值。
• CONDENSED PYRAZINDIONE DERIVATIVES
  申请人：Lilly Icos LLC

  公开号：EP1313736A2

  公开（公告）日：2003-05-28
• Compositions and Methods Of Use Thereof For Making Polypeptides With Many Instances Of Nonstandard Amino Acids
  申请人：YALE UNIVERSITY

  公开号：US20160355802A1

  公开（公告）日：2016-12-08

  Compositions, systems, and methods for preparation of polypeptides having multiple iterations of non-standard amino acids are provided. The compositions and method can be used to produce recombinant proteins at a greater yield than the same or similar polypeptides made using conventional compositions, systems, and methods. Accordingly, in some embodiments, the polypeptides are ones that could not be made using conventional methods and reagents, or could not be made a sufficient yield or purity to serve a practical purpose using conventional methods and reagents. Polypeptides made using the disclosed compositions, systems, and methods are also provided.
• COMPOSITIONS AND METHODS OF USE THEREOF FOR MAKING POLYPEPTIDES WITH MANY INSTANCES OF NONSTANDARD AMINO ACIDS
  申请人：Yale University

  公开号：US20200190500A1

  公开（公告）日：2020-06-18

  Compositions, systems, and methods for preparation of polypeptides having multiple iterations of non-standard amino acids are provided. The compositions and method can be used to produce recombinant proteins at a greater yield than the same or similar polypeptides made using conventional compositions, systems, and methods. Accordingly, in some embodiments, the polypeptides are ones that could not be made using conventional methods and reagents, or could not be made a sufficient yield or purity to serve a practical purpose using conventional methods and reagents. Polypeptides made using the disclosed compositions, systems, and methods are also provided.
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：LILLY ICOS LLC

  公开号：WO2002000657A2

  公开（公告）日：2002-01-03

  Compounds of the general structural formula (I) and use of the compounds and salts and solvates thereof, as therapeutic agents. In particular, the invention relates to compounds that are potent and selective inhibitors of cyclic guanosine 3', 5'-monophosphate specific phosphodiesterase (cGMP-specific PDE), in particular PDE5.