1-(biphenyl-4-yl)pentan-3-one | 1121580-22-0

• 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: 1-(biphenyl-4-yl)pentan-3-one
• 英文别名: 1-(4-Phenylphenyl)pentan-3-one
• CAS: 1121580-22-0
• 化学式: C₁₇H₁₈O
• mdl: MFCD21530115
• 分子量: 238.329
• InChiKey: VBWSCRFYOUHISV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.235
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-戊烯-3-酮 、 4-联苯硼酸 在 acetylacetonatodicarbonylrhodium(l) 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 以83%的产率得到1-(biphenyl-4-yl)pentan-3-one
  参考文献：
  名称：

  A Homogeneous, Recyclable Rhodium(I) Catalyst for the Hydroarylation of Michael Acceptors

  摘要：

  A robust and practical polymer-supported, recyclable biphephos rhodium(I) catalyst has been developed. Control of polymer molecular weight allowed the tuning of solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and not soluble in polar solvents. Thus, catalytic addition of aryl- and vinylboronic acids to enones occurs under completely homogeneous conditions and catalyst recycle can be achieved by simple precipitation and filtration.

  DOI：

  10.1021/ol802927v

文献信息

• 5-Phenyl-Pentanoic Acid Derivatives as Matrix Metalloproteinase Inhibitors for the Treatment of Asthma and Other Diseases
  申请人：Palle Venkata P.

  公开号：US20080194565A1

  公开（公告）日：2008-08-14

  The present invention relates to C ompounds having the structure of Formula I: wherein n is an integer from 1 to 5; R 1 is optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclyl, heteroaryl, aralkyl, alkoxy, aryloxy, alkenyloxy or alkynyloxy; R 2 is alkenyl, allcynyl, aryl, heterocyclyl, heteroaryl, cycloalkyl, NR 4 R 5 , —NHC(═Y)R 4 , —NHC(═Y)NR 5 R x , —NHC(═O)OR 4 , —NHSO 2 R 4 , C(═Y)NR 4 R 5 , C(═O)OR 6 [wherein Y is oxygen or sulphur], OR 5 , —O(C═O)NR 4 R 5 , O-acyl, S(O) m R 4 , —SO 2 N(R 4 ) 2 , cyano, amidino or guanidino [wherein R 4 is alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclyl, heteroaryl, aralkyl, heteroarylalkyl, heterocyclylalkyl or cycloalkylalkyl and m is an integer 0-2; R 5 is hydrogen or R 4 ; R x is R 4 or —SO 2 N(R 4 ) 2 and R 6 is hydrogen, alkyl, cycloalkyl, aralkyl, heteroarylalkyl, heterocyclylalkyl or cycloalkylalkyl]; R 3 is hydrogen, fluorine, alkyl, cycloalkylalkyl or aralkyl; A is OH, OR 4 , —OC(═O)NR 4 R 5 , O-acyl, NH 2 , NR 4 R 5 , —NHC(═Y)R 4 , —NHC(═Y)NR 5 R x , —NHC(═O)OR 4 , —NHSO 2 R 4 , and to processes for the synthesis of the same. This invention also relates to pharmacological compositions containing the compounds of the present invention, and methods of treating asthma, rheumatoid arthritis, COPD, rhinitis, osteoarthritis, psoriatic arthritis, psoriasis, pulmonary fibrosis pulmonary inflammation, acute respiratory distress syndrome, perodontitis, multiple sclerosis, gingivitis, atherosclerosis, neointimal proliferation, which leads to restenosis and ischemic heart failure, stroke, renal diseases, tumor metastasis, and other inflammatory disorders characterized by over-expression and over-activation of an matrix metalloproteinase, using the compounds.

  本发明涉及具有以下结构的化合物：其中n是1到5之间的整数；R1是可选择地取代的烷基、烯基、炔基、环烷基、芳基、杂环烷基、杂芳基、芳基烷基、烷氧基、芳氧基、烯基氧基或炔基氧基；R2是烯基、炔基、芳基、杂环烷基、杂芳基、环烷基、NR4R5、—NHC(═Y)R4、—NHC(═Y)NR5Rx、—NHC(═O)OR4、—NHSO2R4、C(═Y)NR4R5、C(═O)OR6[其中Y是氧或硫]、OR5、—O(C═O)NR4R5、O-酰基、S(O)mR4、—SO2N(R4)2、氰基、胺基亚胺基或胍基[其中R4是烷基、烯基、炔基、环烷基、芳基、杂环烷基、杂芳基、芳基烷基、杂芳基烷基、杂环烷基烷基或环烷基烷基，m是0-2的整数；R5是氢或R4；Rx是R4或—SO2N(R4)2，R6是氢、烷基、环烷基、芳基烷基、杂芳基烷基、杂环烷基烷基或环烷基烷基]；R3是氢、氟、烷基、环烷基烷基或芳基烷基；A是OH、OR4、—OC(═O)NR4R5、O-酰基、NH2、NR4R5、—NHC(═Y)R4、—NHC(═Y)NR5Rx、—NHC(═O)OR4、—NHSO2R4等，以及其合成方法。本发明还涉及含有本发明化合物的药理学组合物，以及治疗哮喘、类风湿关节炎、慢性阻塞性肺病、鼻炎、骨关节炎、银屑病性关节炎、牛皮癣、肺纤维化、肺部炎症、急性呼吸窘迫综合征、牙周炎、多发性硬化症、牙龈炎、动脉粥样硬化、新生内膜增生导致再狭窄和缺血性心力衰竭、中风、肾脏疾病、肿瘤转移和其他炎症性疾病的方法，这些疾病特征是矩阵金属蛋白酶的过度表达和过度激活，使用这些化合物。
• Polymer-Supported Transition Metal Catalyst Complexes and Methods of Use
  申请人：Tunge Jon

  公开号：US20110230620A1

  公开（公告）日：2011-09-22

  A catalyst composition comprising a polymer functionalized with a ligand for binding a transition metal containing compound to form a transition metal complex, wherein said functionalized polymer has a number average molecular weight of about 5,000 to 30,000 g/mol and a polydispersity index of about 1.0 to 2.0. The catalyst is used in a hydroformylation reaction, preferably one in which the liquid phase has been volumetrically expanded with a compressed gas, is readily recyclable using nanofiltration.

  催化剂组成包括聚合物，其功能化以与过渡金属含配合物结合形成过渡金属配合物的配体。所述功能化聚合物的数量平均分子量约为5,000至30,000克/摩尔，聚分散指数约为1.0至2.0。该催化剂用于羰基化反应，最好是液相已经通过压缩气体体积膨胀，可以通过纳滤技术方便地回收利用。
• A Homogeneous, Recyclable Polymer Support for Rh(I)-Catalyzed C–C Bond Formation
  作者：Ranjan Jana、Jon A. Tunge

  DOI：10.1021/jo201476h

  日期：2011.10.21

  A robust and practical polymer-supported, homogeneous, recyclable biphephos rhodium(I) catalyst has been developed for C-C bond formation reactions. Control of polymer molecular weight allowed tuning of the polymer solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and insoluble in polar solvents. Using the supported rhodium catalysts, addition of aryl and vinylboronic acids to the electrophiles such as enones, aldehydes, N-sulfonyl aldimines, and alkynes occurs smoothly to provide products in high yields. Additions of terminal alkynes to enones and industrially relevant hydroformylation reactions have also been successfully carried out. Studies show that the leaching of Rh from the polymer support is low and catalyst recycle can be achieved by simple precipitation and filtration.
• US8921486B2
  申请人：——

  公开号：US8921486B2

  公开（公告）日：2014-12-30
• A Homogeneous, Recyclable Rhodium(I) Catalyst for the Hydroarylation of Michael Acceptors
  作者：Ranjan Jana、Jon A. Tunge

  DOI：10.1021/ol802927v

  日期：2009.2.19

  A robust and practical polymer-supported, recyclable biphephos rhodium(I) catalyst has been developed. Control of polymer molecular weight allowed the tuning of solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and not soluble in polar solvents. Thus, catalytic addition of aryl- and vinylboronic acids to enones occurs under completely homogeneous conditions and catalyst recycle can be achieved by simple precipitation and filtration.