2-methoxycarbonyl-2,6-dimethyl-3,4-dihydro-2H-pyran | 29765-30-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2-methoxycarbonyl-2,6-dimethyl-3,4-dihydro-2H-pyran
• 英文别名: 2,6-dimethyl-3,4-dihydro-2H-pyran-2-carboxylic acid methyl ester；2-carbomethoxy-2,6-dimethyl-3,4-dihydro-2 H-pyran；2-carbomethoxy-2,6-dimethyl-3,4-dihydro-2H-pyran；methyl 2,6-dimethyl-3,4-dihydropyran-2-carboxylate
• CAS: 29765-30-8
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: QWQLRGMJOAXNGK-UHFFFAOYSA-N

物化性质

• 沸点：
  215.6±39.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxycarbonyl-2,6-dimethyl-3,4-dihydro-2H-pyran 在 铂 sodium hydroxide 、 硫酸 、 氢气 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 12.0h， 生成 2-ethyl-5-methyl-3,4-dihydro-2H-furan-5-ylium
  参考文献：
  名称：

  Decarbonylation of tetrahydrofuran-2-carboxylic acids and tetrahydropyran-2-carboxylic acids in concentrated sulfuric acid: formation of oxonium ions

  摘要：

  DOI：

  10.1021/ja00373a025
• 作为产物：
  描述：

  丁烯酮 、 甲基丙烯酸甲酯 以 苯 为溶剂， 生成 2-methoxycarbonyl-2,6-dimethyl-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  Pheromone formulation for attracting spruce beetles

  摘要：

  提供了吸引云杉象Dendroctonus rufipennis的新型组合物和方法。该组合物由昆虫和树木产生的信息素单独或组合而成，以吸引云杉象的种群。该组合物对于吸引和调控云杉象种群非常有效。

  公开号：

  US04994268A1

文献信息

• Ketal-lactone compounds and their stereoselective cleavage to cyclic ethers
  作者：Jong-Gab Jun、Dong Woo Lee

  DOI：10.1016/s0040-4039(97)10196-4

  日期：1997.11

  The easy preparation of ketal-lactone compounds via Diels-Alder reaction, followed by hydrolysis and cyclization and excellent stereoselective ring opening of the ketal-lactone to 6-membered and 7-membered cyclic ethers are described.

  描述了通过Diels-Alder反应轻松制备缩酮内酯化合物，然后进行水解和环化，以及缩酮内酯对6元和7元环醚的出色的立体选择性开环。
• Facile Syntheses of 7,7-Dimethyl-6,8-Dioxabicyclo[3.2.1]octane, A Constituent of the Japanese Hop Oil, and Frontalin Via Hetero Diels-Alder Reaction Using Dilution Method
  作者：Jong-Gab Jun、In-Suk Lee

  DOI：10.1080/00397910008087136

  日期：2000.4

  Abstract A constituent of the Japanese hop oil, Humulus lupulus, and frontalin has been prepared as racemates in short and the most convenient pathway via hetero Diels-Alder reaction using dilution method.

  摘要 日本酒花油的一种成分，葎草和frontalin 已被制备为外消旋体，通过异狄尔斯-阿尔德反应，使用稀释法，以最短和最方便的途径。
• The absolute configuration of 6,8-dioxabicyclo[3.2.1]octane and several methyl substituted derivatives
  作者：N. Ibrahim、T. Eggimann、E.A. Dixon、H. Wieser

  DOI：10.1016/s0040-4020(01)81959-1

  日期：1990.1

  enantiomers of 6,8-dioxabicyclo[3.2.1]octane and the alkyl substituted derivatives, exo- and endo-7-methyl, exo- and endo-5,7-dimethyl, 7,7-dimethyl, and exo- and endo-7-ethyl-5-methyl (exo- and endo-brevicomin), were synthesized stereoselectively with known configuration by standard synthetic methods, or with baker's yeast, or both. The correlation between the absolute configuration of the bicyclic rings and

  6,8-二氧杂双环[3.2.1]辛烷的对映异构体和烷基取代的衍生物，exo-和内部-7-甲基，exo-和内部-5,7-二甲基，7,7-二甲基和exo-和内-7-乙基-5-甲基（外-和内-brevicomin），通过已知的构型，通过标准合成方法，或与面包酵母，或两者，立体选择性地合成。通过手性络合气相色谱法建立了两个分子的双环绝对构型与旋光性之间的相关性，此前尚不知道这种相关性。在所有情况下，（1R）对映异构体均显示正旋转。建立了始终以高光学纯度生产的酵母产品的绝对构型。
• Pheromone formulation for attracting spruce beetles
  申请人：University of Calgary

  公开号：US04994268A1

  公开（公告）日：1991-02-19

  Novel compositions and methods for the attraction of spruce beetles Dendroctonus rufipennis are provided. The compositions are comprised of both insect and tree-produced semiochemicals alone or in combination to attract populations of spruce beetles. The compositions are effective for the attraction and manipulation of the spruce beetle populations.

  提供了吸引云杉象Dendroctonus rufipennis的新型组合物和方法。该组合物由昆虫和树木产生的信息素单独或组合而成，以吸引云杉象的种群。该组合物对于吸引和调控云杉象种群非常有效。
• STUDY ON THE FUNCTIONALIZATION AND REACTIVITY OF BICYCLIC ACETAL COMPOUNDS
  作者：Jong-Gab Jun、Ae-Ran Kim、Sung Hoon Kim

  DOI：10.1081/scc-120001507

  日期：2002.1.1

  Bicyclic acetal was known as a versatile reagent for the structural transformation reactions. Bicyclic acetal was functionalized to the acetal-lactol and halo-lactol, and applied for the new rearrangement reactions. The structural identification and rearrangement mechanism were discussed herein.