3-Isobutyl-benzoic acid ethyl ester | 909254-07-5

• 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: 3-Isobutyl-benzoic acid ethyl ester
• 英文别名: Ethyl 3-(2-methylpropyl)benzoate
• CAS: 909254-07-5
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: AGGCFNQANRSPCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  286.8±19.0 °C(Predicted)
• 密度：
  0.982±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Isobutyl-benzoic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以857 mg的产率得到3-isobutylbenzoic acid
  参考文献：
  名称：

  Cholesterol Surrogates Incorporating a Benzophenone as Part of the Sterol Tetracycle

  摘要：

  Photoactivatable analogues 4-6 of cholesterol (1), having their cross-linking site in the ring D sterol region, have been synthesized starting from bromotetralone 14 via enantioselective Robinson annulation to enone 13 and Suzuki carbonylative coupling to the appropriate phenylboronic acid. Each of 4-6 was shown to substitute successfully for 1 in an assay of apo A-I-induced cellular cholesterol efflux, indicating that these analogues equilibrated with 1 in all major cellular pools.

  DOI：

  10.1021/jo060480y
• 作为产物：
  描述：

  3-碘苯甲酸乙酯 、 2-methylpropyl zinc bromide 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 3-Isobutyl-benzoic acid ethyl ester
  参考文献：
  名称：

  Cholesterol Surrogates Incorporating a Benzophenone as Part of the Sterol Tetracycle

  摘要：

  Photoactivatable analogues 4-6 of cholesterol (1), having their cross-linking site in the ring D sterol region, have been synthesized starting from bromotetralone 14 via enantioselective Robinson annulation to enone 13 and Suzuki carbonylative coupling to the appropriate phenylboronic acid. Each of 4-6 was shown to substitute successfully for 1 in an assay of apo A-I-induced cellular cholesterol efflux, indicating that these analogues equilibrated with 1 in all major cellular pools.

  DOI：

  10.1021/jo060480y

文献信息

• Ligand-free nickel-catalyzed Kumada couplings of aryl bromides with tert-butyl Grignard reagents
  作者：Zhenghan Wu、Tengda Si、Guangqing Xu、Bin Xu、Wenjun Tang

  DOI：10.1016/j.cclet.2018.12.027

  日期：2019.3

  Abstract A ligand-free nickel-catalyzed Kumada cross-coupling of aryl bromides and tert-butyl Grignard reagents led to the formation of a series of tert-butyl aryls in moderate to good yields, excellent tBu/iBu ratios, and good functional group compatibility. A radical coupling process is indicated and a mechanism with a Ni(I)-Ni(III) catalytic cycle is proposed.

  摘要无配体镍催化的芳基溴化物和叔丁基格氏试剂的Kumada交叉偶联导致中等至良好的收率，优异的tBu / iBu比和良好的官能团相容性形成一系列叔丁基芳基。指出了自由基偶联过程，并提出了具有Ni（I）-Ni（III）催化循环的机理。
• ALPHA-(N-SULFONAMIDO)ACETAMIDE DERIVATIVES AS BETA-AMYLOID INHIBITORS
  申请人：Parker F. Michael

  公开号：US20080085894A1

  公开（公告）日：2008-04-10

  There is provided a series of novel α-(N-sulfonamido)acetamide compounds of the Formula (I) wherein R, R 1 , R 2 and R 3 are defined herein, which are inhibitors of β-amyloid peptide (β-AP) production and are useful in the treatment of Alzheimer's Disease and other conditions affected by anti-amyloid activity.

  提供了一系列新型α-(N-磺酰胺基)乙酰胺化合物的公式(I)，其中R、R1、R2和R3在此定义，它们是β-淀粉样肽（β-AP）产生的抑制剂，并且在治疗阿尔茨海默病和其他受到抗淀粉样蛋白活性影响的疾病中有用。
• US7300936B2
  申请人：——

  公开号：US7300936B2

  公开（公告）日：2007-11-27
• US7786122B2
  申请人：——

  公开号：US7786122B2

  公开（公告）日：2010-08-31
• Cholesterol Surrogates Incorporating a Benzophenone as Part of the Sterol Tetracycle
  作者：Yonghong Gan、Thomas A. Spencer

  DOI：10.1021/jo060480y

  日期：2006.8.1

  Photoactivatable analogues 4-6 of cholesterol (1), having their cross-linking site in the ring D sterol region, have been synthesized starting from bromotetralone 14 via enantioselective Robinson annulation to enone 13 and Suzuki carbonylative coupling to the appropriate phenylboronic acid. Each of 4-6 was shown to substitute successfully for 1 in an assay of apo A-I-induced cellular cholesterol efflux, indicating that these analogues equilibrated with 1 in all major cellular pools.