3,5-二羟基-2-甲基-4H-吡喃-4-酮 | 1073-96-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 3,5-二羟基-2-甲基-4H-吡喃-4-酮
• 英文名称: 5-hydroxymaltol
• 英文别名: 4H-Pyran-4-one, 3,5-dihydroxy-2-methyl-；2-methyl-3,5-dihydroxy-4H-pyran-4-one；3,5-dihydroxy-2-methyl-4H-pyran-4-one；5-oxymaltol；hydroxymaltol；3,5-dihydroxy-2-methylpyran-4-one
• CAS: 1073-96-7
• 化学式: C₆H₆O₄
• mdl: MFCD09753486
• 分子量: 142.111
• InChiKey: SSSNQLHKSUJJTE-UHFFFAOYSA-N

物化性质

• 熔点：
  158 °C
• 沸点：
  346.2±42.0 °C(Predicted)
• 密度：
  1.605±0.06 g/cm3(Predicted)
• LogP：
  0.123 (est)
• 物理描述：
  Solid
• 保留指数：
  1178;1178

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  3,5-二羟基-2-甲基-4H-吡喃-4-酮 在 盐酸 、 potassium carbonate 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 5-Benzyloxy-3-methoxymethoxy-2-methyl-pyran-4-one
  参考文献：
  名称：

  A Convenient Synthesis of 3-Hydroxy-4H-pyran-4-one Derivatives Having a Halo or Hydroxy Group at the 5-Position

  摘要：

  The reaction of 4,5-epoxy-4-halo-6-methoxy-2-methyl-tetrahydropyran-3-ones (4b and 5b) in acidic media was examined and the following results were found: The reaction of 4b or 5b with 1% sulfuric acid afforded a mixture of 3,5-dihydroxy-4H-pyran-4-one (1b) and 5-halo-3-hydroxy-4H-pyran-4-one (2b or 3b), but the use of concentrated acid formed the corresponding 5-halo-4H-pyran-4-one (2b or 3b) only. The reaction was applicable for a general method for synthesizing 3,5-disubstituted 4H-pyran-4-ones (1, 2, and 3).

  DOI：

  10.3987/com-92-6090
• 作为产物：
  描述：

  4-chloro-6-methoxy-2-methyl-2H-pyran-3(6H)-one 在 硫酸 、 双氧水 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 3,5-二羟基-2-甲基-4H-吡喃-4-酮
  参考文献：
  名称：

  A Convenient Synthesis of 3-Hydroxy-4H-pyran-4-one Derivatives Having a Halo or Hydroxy Group at the 5-Position

  摘要：

  The reaction of 4,5-epoxy-4-halo-6-methoxy-2-methyl-tetrahydropyran-3-ones (4b and 5b) in acidic media was examined and the following results were found: The reaction of 4b or 5b with 1% sulfuric acid afforded a mixture of 3,5-dihydroxy-4H-pyran-4-one (1b) and 5-halo-3-hydroxy-4H-pyran-4-one (2b or 3b), but the use of concentrated acid formed the corresponding 5-halo-4H-pyran-4-one (2b or 3b) only. The reaction was applicable for a general method for synthesizing 3,5-disubstituted 4H-pyran-4-ones (1, 2, and 3).

  DOI：

  10.3987/com-92-6090

文献信息

• The effect of high pressure on the formation of volatile products in a model Maillard reaction
  作者：Mark Bristow、Neil S. Isaacs

  DOI：10.1039/a901186b

  日期：——

  Reaction progress in the formation and subsequent decay of several of the volatile products from a model Maillard reaction between lysine and xylose has been followed at pH 7 and 10 and at elevated pressures. At low pH, the buildup and decay of 5-methyl-4-hydroxy-3(2H)-furanone and several minor products were observed. The application of high pressure results in a much diminished maximum concentration of each although the time to the maximum is unaffected. At pH 10, products contain nitrogen heterocycles with 2-methylpyrazine being the principal one which builds up and only slowly decays with time. Again, the yield is greatly reduced by pressure. The results are interpreted in terms of the inhibition by pressure of the formation of the precursor, the Amadori rearrangement product which affects subsequent products. In some instances rates of formation are also found to be slightly inhibited while degradation of these products is accelerated. The corresponding mechanisms are examined in the light of these results.

  在 pH 值为 7 和 10 以及高压条件下，对赖氨酸和木糖之间的模型 Maillard 反应所产生的几种挥发性产物的形成和随后的衰变过程进行了跟踪研究。在低 pH 值条件下，观察到 5-甲基-4-羟基-3(2H)-呋喃酮和几种次要产物的积累和衰变。在高压条件下，虽然达到最大浓度的时间不受影响，但每种物质的最大浓度却大大降低。在 pH 值为 10 的条件下，产物中含有氮杂环，其中 2-甲基吡嗪是主要的氮杂环，其浓度会随着时间的推移而慢慢降低。同样，压力也会大大降低产率。对这些结果的解释是，压力抑制了前体的形成，阿莫多利重排产物影响了后续产物。在某些情况下，形成率也会受到轻微抑制，而这些产物的降解速度则会加快。根据这些结果对相应的机制进行了研究。
• PROCESS FOR PREPARING A FLAVOUR COMPOSITION
  申请人：NESTEC S.A.

  公开号：US20160242442A1

  公开（公告）日：2016-08-25

  The present invention relates to flavour generation. In particular the invention relates to a process for the preparation of a flavour composition. The process comprises combining glycerol with a quaternary ammonium compound, adding at least one flavour precursor to form a reaction mixture and heating the reaction mixture to form aroma compounds, wherein the glycerol is combined with a quaternary ammonium compound at a molar ratio ranging between 5:1 and 0.8:1. The flavour precursor comprises preferably an amino compound such as an amino acid. A further aspect of the invention is a food product comprising the flavour composition obtainable by the process of the invention.

  本发明涉及风味生成。特别地，本发明涉及一种制备风味组合物的方法。该方法包括将甘油与季铵化合物结合，添加至少一种风味前体以形成反应混合物并加热反应混合物以形成香气化合物，其中甘油与季铵化合物的摩尔比在5：1至0.8：1之间。风味前体最好包括氨基化合物，例如氨基酸。本发明的另一个方面是一种食品产品，它包括本发明方法获得的风味组合物。
• Process for preparing a flavour composition
  申请人：NESTEC S.A.

  公开号：US10076126B2

  公开（公告）日：2018-09-18

  The present invention relates to flavor generation. In particular the invention relates to a process for the preparation of a flavor composition. The process comprises combining glycerol with a quaternary ammonium compound, adding at least one flavor precursor to form a reaction mixture and heating the reaction mixture to form aroma compounds, wherein the glycerol is combined with a quaternary ammonium compound at a molar ratio ranging between 5:1 and 0.8:1. The flavor precursor comprises preferably an amino compound such as an amino acid. A further aspect of the invention is a food product comprising the flavor composition obtainable by the process of the invention.

  本发明涉及香精的产生。特别是本发明涉及一种制备香味组合物的工艺。该工艺包括将甘油与季铵盐化合物结合，加入至少一种香味前体形成反应混合物，加热反应混合物形成香味化合物，其中甘油与季铵盐化合物的摩尔比在 5:1 至 0.8:1 之间。香味前体最好包括氨基化合物，如氨基酸。本发明的另一个方面是一种食品，其中包含可通过本发明工艺获得的风味组合物。
• Method of processing lignocellulosic material using an alkaline delignification agent
  申请人：NESTE OYJ

  公开号：US10604777B2

  公开（公告）日：2020-03-31

  The present disclosure relates to a method for obtaining sugar and lignin fractions from lignocellulosic materials and to a method for producing fermentation products using the sugars obtained from the lignocellulose. The present disclosure relates to a method for improving the sugar yield in the enzymatic hydrolysate by introducing a pre-treatment step of hydrothermal hydrolysis and an alkaline delignification step.

  本公开涉及一种从木质纤维素材料中获得糖和木质素馏分的方法，以及一种利用从木质纤维素中获得的糖生产发酵产品的方法。本公开涉及一种通过引入水热水解预处理步骤和碱性去木质素步骤来提高酶水解产物中糖产量的方法。
• Hayase, Fumikata; Kim, Bong Seon; Kato, Hiromichi, Agricultural and Biological Chemistry, 1985, vol. 49, # 8, p. 2337 - 2342
  作者：Hayase, Fumikata、Kim, Bong Seon、Kato, Hiromichi

  DOI：——

  日期：——

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