-2-methyl-3-(4-isopropylphenyl)prop-2-enoic acid | 3602-26-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: -2-methyl-3-(4-isopropylphenyl)prop-2-enoic acid
• 英文别名: 3-(4-Isopropylphenyl)-2-methylacrylic acid；(E)-2-methyl-3-(4-propan-2-ylphenyl)prop-2-enoic acid
• CAS: 3602-26-4
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: UOPMGDFNZIMWPC-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090

反应信息

• 作为产物：
  描述：

  Methyl 3-acetoxy-2-methylene-3-(4-isopropylphenyl)propanoate 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 生成 -2-methyl-3-(4-isopropylphenyl)prop-2-enoic acid
  参考文献：
  名称：

  A Facile One-Pot Conversion of Acetates of the Baylis−Hillman Adducts to [E]-α-Methylcinnamic Acids

  摘要：

  A simple and convenient stereoselective synthesis of [E]-alpha-methylcinnamic acids via the nucleophilic addition of hydride ion from sodium borohydride to methyl 3-acetoxy-3-aryl-2-methylenepropanoates followed by hydrolysis and crystallization is described. Efficacy of this methodology in the synthesis of [E]-p-(myristyloxy)-alpha-methylcinnamic acid, an active hypolipidemic agent, and [E]-p-(carbomethoxy)-alpha-methylcinnamic acid, a valuable synthon for an orally active serine protease inhibitor, is also demonstrated.

  DOI：

  10.1021/jo981761b

文献信息

• Viral Polymerase Inhibitors
  申请人：Beaulieu Pierre Louis

  公开号：US20090087409A1

  公开（公告）日：2009-04-02

  An isomer, enantiomer, diastereoisomer or tautomer of a compound, represented by formula I: wherein: A is O, S, NR 1 , or CR 1 , wherein R 1 is defined herein; represents either a single or a double bond; R 2 is selected from: H, halogen, R 21 , OR 21 , SR 21 , COOR 21 , SO 2 N(R 22 ) 2 , N(R 22 ) 2 , CON(R 22 ) 2 , NR 22 C(O)R 22 or NR 22 C(O)NR 22 wherein R 21 and each R 22 is defined herein; B is NR 3 or CR 3 , with the proviso that one of A or B is either CR 1 or CR 3 , wherein R 3 is defined herein; K is N or CR 4 , wherein R 4 is defined herein; L is N or CR 5 , wherein R 5 has the same definition as R 4 ; M is N or CR 7 , wherein R 7 has the same definition as R 4 ; Y 1 is O or S; Z is N(R 6a )R 6 or OR 6 , wherein R 6a is H or alkyl or NR 61 R 62 wherein R 61 and R 62 are defined herein; and R 6 is H, alkyl, cycloalkyl, alkenyl, Het, alkyl-aryl, alkyl-Het; or R 6 is wherein R 7 and R 8 and Q are as defined herein; Y 2 is O or S; R 9 is H, (C 1-6 alkyl), (C 3-7 )cycloalkyl or (C 1-6 )alkyl-(C 3-7 )cycloalkyl, aryl, Het, (C 1-6 )alkyl-aryl or (C 1-6 )alkyl-Het, all of which optionally substituted with R 90 ; or R 9 is covalently bonded to either of R 7 or R 8 to form a 5- or 6-membered heterocycle; a salt or a derivative thereof, as an inhibitor of HCV NS5B polymerase.

  化合物的同分异构体、对映异构体、非对映异构体或互变异构体，由公式I表示：其中：A为O、S、NR1或CR1，其中R1在此定义；表示单键或双键；R2选自：H、卤素、R21、OR21、SR21、COOR21、SO2N（R22）2、N（R22）2、CON（R22）2、NR22C（O）R22或NR22C（O）NR22，其中R21和每个R22在此定义；B为NR3或CR3，但A或B中的一个为CR1或CR3，其中R3在此定义；K为N或CR4，其中R4在此定义；L为N或CR5，其中R5具有与R4相同的定义；M为N或CR7，其中R7具有与R4相同的定义；Y1为O或S；Z为N（R6a）R6或OR6，其中R6a为H或烷基，或NR61R62，其中R61和R62在此定义；R6为H、烷基、环烷基、烯基、Het、烷基-芳基、烷基-Het；或R6为，其中R7、R8和Q在此定义；Y2为O或S；R9为H、（C1-6）烷基、（C3-7）环烷基或（C1-6）烷基-（C3-7）环烷基、芳基、Het、（C1-6）烷基-芳基或（C1-6）烷基-Het，其中所有这些都可以选择地用R90取代；或R9与R7或R8中的任意一个共价键结合形成5-或6-成员杂环；其盐或衍生物，作为HCV NS5B聚合酶的抑制剂。
• US7576079B2
  申请人：——

  公开号：US7576079B2

  公开（公告）日：2009-08-18
• US7893084B2
  申请人：——

  公开号：US7893084B2

  公开（公告）日：2011-02-22
• A Facile One-Pot Conversion of Acetates of the Baylis−Hillman Adducts to [<i>E</i>]-α-Methylcinnamic Acids
  作者：Deevi Basavaiah、Marimganti Krishnamacharyulu、Rachakonda Suguna Hyma、Pakala K. S. Sarma、Nagaswamy Kumaragurubaran

  DOI：10.1021/jo981761b

  日期：1999.2.1

  A simple and convenient stereoselective synthesis of [E]-alpha-methylcinnamic acids via the nucleophilic addition of hydride ion from sodium borohydride to methyl 3-acetoxy-3-aryl-2-methylenepropanoates followed by hydrolysis and crystallization is described. Efficacy of this methodology in the synthesis of [E]-p-(myristyloxy)-alpha-methylcinnamic acid, an active hypolipidemic agent, and [E]-p-(carbomethoxy)-alpha-methylcinnamic acid, a valuable synthon for an orally active serine protease inhibitor, is also demonstrated.