4-Bromo-2-methyl-1-prop-1-en-2-ylbenzene | 1374355-15-3

• 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: 4-Bromo-2-methyl-1-prop-1-en-2-ylbenzene
• CAS: 1374355-15-3
• 化学式: C₁₀H₁₁Br
• 分子量: 211.101
• InChiKey: OVVZUSAGEVINIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-Bromo-2-methyl-1-prop-1-en-2-ylbenzene 在 劳森试剂 、 吡啶 、 正丁基锂 、 [RhCl2(PPh3)3] 、 二甲酰氨基钠 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 氯仿 、 甲苯 为溶剂， 生成 2-(5-(((tert-butyldimethylsilyl)oxy)methyl)-3-ethylthiophen-2-yl)-5-(4-isopropyl-3-methylphenyl)thiazole
  参考文献：
  名称：

  Synthesis and SAR of 1,3-thiazolyl thiophene and pyridine derivatives as potent, orally active and S1P3-sparing S1P1 agonists

  摘要：

  We have previously disclosed 1,2,4-oxadiazole derivative 3 as a potent S1P(3)-sparing S1P(1) agonist. Although compound 3 exhibits potent and manageable immunosuppressive efficacy in various in vivo models, recent studies have revealed that its 1,2,4-oxadiazole ring is subjected to enterobacterial decomposition. As provisions for unpredictable issues, a series of alternative compounds were synthesized on the basis of compound 3. Extensive SAR studies led to the finding of 1,3-thiazole 24c with the EC50 value of 3.4 nM for human S1P(1), and over 5800-fold selectivity against S1P(3). In rat on host versus graft reaction (HvGR), the ID50 value of 24c was determined at 0.07 mg/kg. The pharmacokinetics in rat and monkey is also reported. Compared to compound 3, 24c showed excellent stability against enterobacteria. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.067
• 作为产物：
  描述：

  甲基溴化镁 、 4-溴-N-甲氧基-N,2-二甲基苯甲酰胺 在 ethyltriphenylphosphonium bromide 、 sodium hexamethyldisilazane 作用下， 生成 4-Bromo-2-methyl-1-prop-1-en-2-ylbenzene
  参考文献：
  名称：

  Synthesis and SAR of 1,3-thiazolyl thiophene and pyridine derivatives as potent, orally active and S1P3-sparing S1P1 agonists

  摘要：

  We have previously disclosed 1,2,4-oxadiazole derivative 3 as a potent S1P(3)-sparing S1P(1) agonist. Although compound 3 exhibits potent and manageable immunosuppressive efficacy in various in vivo models, recent studies have revealed that its 1,2,4-oxadiazole ring is subjected to enterobacterial decomposition. As provisions for unpredictable issues, a series of alternative compounds were synthesized on the basis of compound 3. Extensive SAR studies led to the finding of 1,3-thiazole 24c with the EC50 value of 3.4 nM for human S1P(1), and over 5800-fold selectivity against S1P(3). In rat on host versus graft reaction (HvGR), the ID50 value of 24c was determined at 0.07 mg/kg. The pharmacokinetics in rat and monkey is also reported. Compared to compound 3, 24c showed excellent stability against enterobacteria. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.067

文献信息

• [EN] IMIDAZOLES FOR THE TREATMENT AND PROPHYLAXIS OF RESPIRATORY SYNCYTIAL VIRUS INFECTION<br/>[FR] IMIDAZOLES POUR LE TRAITEMENT ET LA PROPHYLAXIE DE L'INFECTION À VIRUS RESPIRATOIRE SYNCYTIAL
  申请人：HOFFMANN LA ROCHE

  公开号：WO2015110369A1

  公开（公告）日：2015-07-30

  The invention provides novel compounds having the general formula: (I) wherein R1, R2, R3 and Q are as described herein, compositions including the compounds and methods of using the compounds.

  该发明提供了具有一般式（I）的新化合物，其中R1、R2、R3和Q如本文所述，包括这些化合物的组合物和使用这些化合物的方法。
• Dual-Stereocontrol Asymmetric Cobalt-Catalyzed Hydroboration of Sterically Hindered Styrenes
  作者：Heyi Zhang、Zhan Lu

  DOI：10.1021/acscatal.6b02278

  日期：2016.10.7

  An oxazoline aminoisopropylpyridine (OAP) was designed and synthesized for cobalt-catalyzed asymmetric hydroboration of sterically hindered styrenes. A unique dual-stereocontrol phenomenon was observed using a rigid OIP·CoCl2 complex or a flexible OAP with CoCl2 as precatalysts, respectively. The reaction could be easily carried out on a gram scale to afford chiral alkylboronic esters which could be

  设计并合成了恶唑啉氨基异丙基吡啶（OAP），用于钴催化的位阻苯乙烯的不对称硼氢化。分别使用刚性OIP·CoCl 2络合物或以CoCl 2为预催化剂的柔性OAP观察到独特的双重立体控制现象。该反应可以很容易地在克级进行，得到手性烷基硼酸酯，可以将其转化为多种C–X（X = C，N，O）键交叉偶联的产物。在氘实验的基础上，提出了机理上不同的途径。