2-甲氧基-6-甲基-2H-吡喃-5-酮 | 41728-10-3

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 2-甲氧基-6-甲基-2H-吡喃-5-酮
• 英文名称: 6-methoxy-2-methyl-2H-pyran-3(6H)-one
• 英文别名: 6-methoxy-2-methyl-6H-pyran-3-one；6-methoxy-2-methyl-2 H-pyran-3(6H)-one；2-methoxy-6-methyl-2H-pyran-5-one
• CAS: 41728-10-3
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: CSEDVMRKXMDBAK-UHFFFAOYSA-N

物化性质

• 沸点：
  72-74 °C(Press: 11 Torr)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 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-甲氧基-6-甲基-2H-吡喃-5-酮 在 sodium hydroxide 、 氯 作用下， 以 水 、 溶剂黄146 为溶剂， 以56%的产率得到麦芽醇
  参考文献：
  名称：

  Preparation of gamma-pyrones

  摘要：

  2-甲基-3-羟基-4H-吡喃-4-酮是通过将1(2-呋喃基)-1-乙醇在水溶液中与两当量的卤素氧化剂接触，在室温下反应，然后加热直至形成的4-卤代二氢吡喃中间体的完全水解。其他有价值的相关的γ-吡喃酮也是通过类似的方法从适当的醇制备的。

  公开号：

  US04082717A1
• 作为产物：
  描述：

  DL-1-(2-呋喃基)乙醇 在 间氯过氧苯甲酸 、 silver(l) oxide 作用下， 生成 2-甲氧基-6-甲基-2H-吡喃-5-酮
  参考文献：
  名称：

  Regioselectivity in the Palladium-Catalyzed Addition of Carbon Nucleophiles to Dihydropyran Derivatives

  摘要：

  The regioselectivity of Pd-catalyzed malonate or sulfonylacetate addition to dihydropyran derivatives is highly dependent upon the substitution pattern of the dihydropyran nucleus and is governed by electronic, rather than steric factors. In certain instances, subtle steric features also play a role in controlling regioselectivity by altering the conformation of the intermediate eta(3)-allyl Pd-complex.

  DOI：

  10.1021/jo961973d

文献信息

• Preparation of gamma-pyrones
  申请人：Pfizer Inc.

  公开号：US04082717A1

  公开（公告）日：1978-04-04

  2-METHYL-3-HYDROXY-4H-pyran-4-one is prepared by contacting 1(2-furyl)-1-ethanol in aqueous solution with two equivalents of a halogen oxidant at room temperature and then heating until the hydrolysis of the formed 4-halo-dihydropyran intermediate is substantially complete. Other valuable related gamma-pyrones are prepared in analogous manner from appropriate alcohols.

  2-甲基-3-羟基-4H-吡喃-4-酮是通过将1(2-呋喃基)-1-乙醇在水溶液中与两当量的卤素氧化剂接触，在室温下反应，然后加热直至形成的4-卤代二氢吡喃中间体的完全水解。其他有价值的相关的γ-吡喃酮也是通过类似的方法从适当的醇制备的。
• A CONVENIENT SYNTHESIS OF<i>2H</i>-PYRAN-2-ONES AND OF 3- AND 5- BROMO-<i>2H</i>-PYRAN-2-ONES
  作者：Stamatia I. Kotretsou、Minas P. Georgiadis

  DOI：10.1080/00304940009356281

  日期：2000.4

  effective synthesis of 2-pyrones as well as bromopyrones starting with 2-hydroxy-pyran-3(6H)-ones. Our starting materials which are endowed with different functionalities have been used for a multitude of reactions.15 The reported procedure depending on the experimental conditions, may lead to 2-pyrones or bromopyrones. These products may be used as synthons for additional syntheses. The synthesis of the

  衍生品。"'." 已经采用了多种方法来制备 2-吡喃酮，主要从 3-丁烯酸、I2 4,s-epoxy3,4-diphenyl-2-cyclopentene1-one, I' 香豆酸脱羧”或通过环加成1-甲氧基丁二烯，3-二烯。最近从 2pyrones 开始获得 Bromopyrones。”'I' 这篇论文报告了一种有效合成 2-pyrones 以及以 2-hydroxy-pyran-3(6H)-ones 开始的溴吡喃酮的程序。我们具有不同功能的起始材料已用于多种反应。 15 报告的程序取决于实验条件，可能会产生 2-吡喃酮或溴吡喃酮。这些产物可用作额外合成的合成子。2H-吡喃-2-酮(6a)和6-甲基-2H-吡喃-2-酮(6b)的合成在(方案I)中描述。起始原料 6-羟基-2H-吡喃-3(6H)-酮 (Ia) 和 6-羟基-2-甲基-2H-吡喃-3(6H)-酮 (Ib) 很容易制备，产率为
• Intermediates for the preparation of gamma-pyrones
  申请人：Pfizer Inc.

  公开号：US04387235A1

  公开（公告）日：1983-06-07

  2-methyl-3-hydroxy-4H-pyran-4-one is prepared by contacting 1(2-furyl)-1-ethanol in aqueous solution with two equivalents of a halogen oxidant at room temperature and then heating until the hydrolysis of the formed 4-halo-dihydropyran intermediate is substantially complete. Other valuable related gammapyrones are prepared in analogous manner from appropriate alcohols.

  2-甲基-3-羟基-4H-吡喃-4-酮是通过将1（2-呋喃基）-1-乙醇在水溶液中与两当量的卤素氧化剂接触，并在室温下加热，直到形成的4-卤代二氢吡喃中间体的水解基本完成而制备的。从适当的醇类类似地制备其他有价值的相关γ-吡喃酮。
• 3,4-Dihalo-tetrahydrophyran-5-one useful as intermediates for the
  申请人：Pfizer Inc.

  公开号：US04368331A1

  公开（公告）日：1983-01-11

  (2-methyl-3-hydroxy-4h-pyran-4-one is prepared by contacting 1(2-furyl)-1-ethanol in aqueous solution with two equivalents of a halogen oxidant at room temperature and then heating until the hydrolysis of the formed 4-halo-dihydro-pyran intermediate is substantially complete. Other valuable related gamma-pyrones are prepared in analogous manner from appropriate alcohols.

  2-甲基-3-羟基-4H-吡喃-4-酮是通过将1（2-呋喃基）-1-乙醇在水溶液中与两当量的卤素氧化剂接触，并在室温下加热，直到形成的4-卤代-二氢吡喃中间体的水解基本完成而制备的。类似地，其他有价值的相关伽玛-吡喃可以从适当的醇类以类似的方式制备。
• A Novel Route to Pyrimidine<i>Iso</i>dideoxynucleosides<i>via</i>Michael-Type Addition on Unsaturated Modified Sugars
  作者：Natacha Prévost、Francis Rouessac

  DOI：10.1080/00397919708003388

  日期：1997.7

  A short, stereocontrolled synthesis of isonucleosides is described. This approach is based on the Michael-Type addition of silylated uracil or thymine with an appropriate acceptor as pyranoside precursor. The alkylated products obtained allow carbonyl reduction, providing a straightforward way to prepare new sugar-modified nucleosides.