3-(2-Methylpropyl)levulinic acid | 99183-32-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 3-(2-Methylpropyl)levulinic acid
• 英文别名: 2-Isobutyl-4-oxopentanoic acid；2-acetonyl-4-methyl-valeric acid；2-Acetonyl-4-methyl-valeriansaeure；2-(2-Methylpropyl)-4-oxopentanoic acid；2-(2-methylpropyl)-4-oxopentanoic acid
• CAS: 99183-32-1
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: NJEBNTMXNUBMPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-Methylpropyl)levulinic acid 在 次溴酸钾 作用下， 生成 异丁基琥珀酸
  参考文献：
  名称：

  Bentley; Perkin, Journal of the Chemical Society, 1898, vol. 73, p. 49

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-Methyl-2-propenyl)-4-methylvaleric acid 在 二甲基硫 、 臭氧 作用下， 生成 3-(2-Methylpropyl)levulinic acid
  参考文献：
  名称：

  铑类胡萝卜素的化学选择性。OH插入反应或羰基内酯形成的选择性与脂族和芳族CH插入和环丙烷化的选择性比较

  摘要：

  已经制备了一系列含有两个不同官能团的重氮羰基化合物1-9，并研究了它们的铑（II）催化分解作为探测类胡萝卜素中间体的化学选择性的手段。结果表明，尽管OH插入反应比环丙烷化和芳族插入反应占优势，但羰基内酯的形成与其他竞争过程相比更加精细，并且取决于催化剂。

  DOI：

  10.1016/s0040-4020(01)81876-7

文献信息

• The Stereoselective Synthesis of 2-Alkyl .gamma.-Keto Acid and Heterocyclic Ketomethylene Peptide Isostere Core Units Using Chiral Alkylation by 2-Triflyloxy Esters
  作者：Robert V. Hoffman、Hwa-Ok Kim

  DOI：10.1021/jo00121a031

  日期：1995.8

  A simple and general protocol for the enantioselective preparation of gamma-keto acids and heterocyclic gamma-keto acids which have an alkyl group at C-2 is reported. The alkyl group is introduced by chiral alkylation using a scalemic 2-triflyloxy ester. The alkylation takes place with inversion of configuration and is compatible with a variety of alkyl groups. This methodology is thus well-suited for the preparation of a wide variety of ketomethylene peptide isosteres.
• Bilateral Squamous Cell Carcinoma of the External Auditory Canals
  作者：Stephen G. Wolfe、Stephen Y. Lai、Douglas C. Bigelow

  DOI：10.1097/00005537-200206000-00012

  日期：2002.6

  AbstractObjectives To report a case of bilateral squamous cell carcinoma of the external auditory canals and to present a management algorithm for this difficult clinical scenario.Study Design Case report and literature review.Methods The study comprises a case report of a 69‐year‐old man who initially presented with complaints of bilateral otorrhea, left‐sided otalgia, and a left‐sided hearing loss. Following attempted treatment of a presumed case of otitis externa, biopsy of both external auditory canals revealed squamous cell carcinoma. A computed tomography scan demonstrated marked abnormal soft tissue in the left external auditory canal with no bony erosion and thickening of the soft tissue in the right external auditory canal.Results The left‐sided lesion required a lateral temporal bone resection, a partial superficial and deep‐lobe parotidectomy, and postoperative irradiation. The right‐sided lesion was more limited and was managed with a lateral temporal bone resection and tympanoplasty for hearing preservation.Conclusions Bilateral squamous cell carcinoma of the external auditory canals is an extremely uncommon but aggressive malignancy that may present with symptoms similar to a case of otitis externa, and this can result in delays in proper diagnosis. Early recognition is essential because management and prognosis are determined by the extent of the lesion.
• Bentley; Perkin, Journal of the Chemical Society, 1898, vol. 73, p. 49
  作者：Bentley、Perkin

  DOI：——

  日期：——
• Chemoselectivity of rhodium carbenoids. A comparison of the selectivity for OH insertion reactions or carbonyl ylide formation versus aliphatic and aromatic CH insertion and cyclopropanation
  作者：Geoffrey G. Cox、Christopher J. Moody、David J. Austin、Albert Padwa

  DOI：10.1016/s0040-4020(01)81876-7

  日期：1993.6

  A range of diazocarbonyl compounds 1–9 containing two different functional groups has been prepared, and their rhodium(II) catalysed decomposition studied as a means of probing the chemoselectivity of carbenoid intermediates. The results indicate that whereas OH insertion reactions predominate over cyclopropanation and aromatic insertion reactions, carbonyl ylide formation vs. other competing processes

  已经制备了一系列含有两个不同官能团的重氮羰基化合物1-9，并研究了它们的铑（II）催化分解作为探测类胡萝卜素中间体的化学选择性的手段。结果表明，尽管OH插入反应比环丙烷化和芳族插入反应占优势，但羰基内酯的形成与其他竞争过程相比更加精细，并且取决于催化剂。