2-methyl-2-propyloxazolidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 2-methyl-2-propyloxazolidine
• 英文别名: Oxazolidine, 2-methyl-2-propyl-；2-methyl-2-propyl-1,3-oxazolidine
• 化学式: C₇H₁₅NO
• 分子量: 129.202
• InChiKey: GIZBPWKIYAKYKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-2-propyloxazolidine 、 苯氧乙酰氯 在 potassium carbonate 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 N-phenoxyacetyl-2-methyl-2-n-propyl-1,3-oxazolidine
  参考文献：
  名称：

  Ye, Fei; Li, Na; Zhao, Li-Xia, Indian Journal of Heterocyclic Chemistry, 2016, vol. 26, # 3-4, p. 127 - 131

  摘要：

  DOI：
• 作为产物：
  描述：

  C.I.酸性橙108 、 2-戊酮 以 甲苯 为溶剂， 生成 2-methyl-2-propyloxazolidine
  参考文献：
  名称：

  作为除草剂安全剂的新型芳基取代甲酰基恶唑烷衍生物的设计、合成和构效关系

  摘要：

  烟嘧磺隆是全球磺酰脲类（SU）除草剂市场领先的除草剂；它是由杜邦和石原共同开发的。近年来，烟嘧磺隆的广泛使用导致环境危害、对后茬作物的影响等农业生产危害日益突出。除草安全剂的使用可以显着减轻除草剂的药害，保护作物植株，扩大现有除草剂的应用范围。采用活性基团组合法设计了一系列新型芳基取代甲酰基恶唑烷衍生物。使用高效的一锅法合成标题化合物，并通过红外 (IR) 光谱法、1 H 和13进行表征C核磁共振（NMR）和高分辨率质谱（HRMS）。通过X射线单晶进一步鉴定了化合物V-25的化学结构。生物活性测定和构效关系证明烟嘧磺隆对玉米的植物毒性可以被大多数标题化合物降低。测定了体内谷胱甘肽S-转移酶 (GST) 活性和乙酰乳酸合酶 (ALS) ，化合物V-12显示出与商业安全剂异恶草醚相当的鼓舞人心的活性。分子对接模型表明化合物V-12与烟嘧磺隆竞争乙酰乳酸合酶活性位点，这是安全剂的保护机制。吸收、分布、代谢、排泄和毒性

  DOI：

  10.1021/acs.jafc.3c00467

文献信息

• Synthesis and Mosquito Repellent Properties of 2,2-Dialkyl- and 2-Alkyl-4,4-dimethyl-<i>N</i>-acetyloxazolidines
  作者：Wesley G. Taylor、Tse W. Hall、Carl E. Schreck

  DOI：10.1002/(sici)1096-9063(199604)46:4<307::aid-ps368>3.0.co;2-v

  日期：1996.4

  Nineteen novel N-acetyl-2,2-dialkyloxazolidines (2) and N-acetyl-2-alkyl-4,4-dimethyloxazolidines (3) were synthesized from commercially available carbonyl compounds and ethanolamine or 2-amino-2-methyl-1-propanol. Their bioactivity against laboratory-reared mosquitoes was compared in patch tests to known N-acetyl-2-alkyloxazolidines (1) and N,N-diethyl-m-toluamide (deet insect repellent). Isomeric composition measurements by [C-13]NMR spectroscopy favoured the Z rotational isomer for samples of 2 (91-96% Z) and the E rotational isomer for samples of 3 (66-71% E), in agreement with molecular mechanics calculations on rotational isomers of model oxazolidines. Samples of 1 were previously shown to exist in solution mostly as the Z isomer (60-70% Z). Within the optimal molecular weight range for these experimental chemicals, the duration of repellency against Aedes aegypti (L.), Anopheles quadrimaculatus Say and Anopheles albimanus Wiedemann generally followed the order: 1 > 2 > deet > 3. Bioassay data are discussed in relation to the equilibrium populations of rotational isomers for substituted N-acetyloxazolidines.
• A convenient synthesis of novel<i>N</i>-dichloroacetyl-1,3-oxazolidine
  作者：Fei Ye、Lei Yang、Haitao Li、Ying Fu、Weijun Xu

  DOI：10.1002/jhet.289

  日期：——

  Abstract magnified imageA short and efficient route of synthesis and structural characterization of a series of novel N‐dichloroacetyl‐1,3‐oxazolidine derivatives has been developed. These new compounds characterized of the disubstitution at position 2 by alkyl, cycloalkane, and phenyl were synthesized in good yields via a sequential procedure involving condensation and acylation. All the compounds are characterized by IR, 1H NMR, 13C NMR, and element analysis. J. Heterocyclic Chem., (2010).
• Design, Synthesis And Biological Activity Of Novel Sulfonylurea Oxazolidines
  作者：Fei Ye、Ying Fu、Jing-Xin Kang、Yun-Kai Wang、Jing Liu、Li-Xia Zhao、Shuang Gao

  DOI：10.3987/com-16-13412

  日期：——

  A series of N-[(p-methylphenyl)sulfonyl]-1,3-oxazolidine-3-carboxamide 4 was synthesized by cycloaddition and acylation reaction with alkamine, ketones, and p-methylbenzenesulfonyl isocyanate as the starting materials. The structures of all the compounds were characterized by IR, H-1 NMR, C-13 NMR, MS, and elemental analysis. The configuration of 4d was determined by X-ray crystallography. The preliminary biological test showed that all compounds could protect maize against injury caused by chlorsulfuron to certain extent. The sulfonylurea oxazolidines were possible acted as antagonists of sulfonylureas herbicides at target enzyme pocket site by docking analysis.