Dihydro-5-methyl-3-(2-oxopropyl)-2(3H)-furanon | 2957-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: Dihydro-5-methyl-3-(2-oxopropyl)-2(3H)-furanon
• 英文别名: 5-methyl-3-(2-oxopropyl)tetrahydrofuran-2-one；5-methyl-(2-oxopropyl)oxolan-2-one；5-methyl-3-(2-oxopropyl)oxolan-2-one
• CAS: 2957-66-6
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: RJQCNHJABHUGPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氨基硫脲 、 Dihydro-5-methyl-3-(2-oxopropyl)-2(3H)-furanon 在 硫酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以81%的产率得到5-methyl-3-(2-thiosemicarbazonopropyl)tetrahydrofuran-2-one
  参考文献：
  名称：

  Synthesis of 5-substituted 3-(2-oxopropyl)tetrahydrofuran-2-ones and heterocyclic compounds on their base

  摘要：

  Alkylation of ethyl 2-oxotetrahydrofuran-3-carboxylates with 2,3-dichloroprop-1-ene and 3-bromoprop-1-yne gave new 3,5,5-tri- and 3,3,5,5-tetrasubstituted tetrahydrofuran-2-ones which were converted into the corresponding 3-(2-oxopropyl)tetrahydrofuran-2-ones. Reactions of the latter with semicarabazide, thiosemicarbazide, and phenylhydrazine were studied with a view to obtain new heterocyclic lactones.

  DOI：

  10.1134/s1070428008120130
• 作为产物：
  描述：

  5-methyl-3-(triphenyl-λ⁵-phosphanylidene)-dihydro-furan-2-one 在 3-苄基羟乙基甲基噻唑氯化锂 、 三乙胺 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 35.0h， 生成 Dihydro-5-methyl-3-(2-oxopropyl)-2(3H)-furanon
  参考文献：
  名称：

  Stetter, Hermann; Basse, Wolfram; Nienhaus, Juergen, Chemische Berichte, 1980, vol. 113, # 2, p. 690 - 698

  摘要：

  DOI：

文献信息

• Synthesis and transformations of 5,5-disubstituted 3-alkenyloxolan-2-ones
  作者：T. V. Kochikyan、M. A. Samvelyan、A. S. Galstyan、V. M. Muzalevskii、V. G. Nenaidenko

  DOI：10.1134/s1070428016050110

  日期：2016.5

  4,4-disubstituted 2-alkenylbutanolides. By oxidation of the latter with hydrogen peroxide and formic acid diololactones were obtained that in conditions of pinacol-pinacolone rearrangement and oxidation with lead tetraacetate afforded formyl- and epoxybutanolides of new structure.

  通过4，4-二取代的2-（乙氧羰基）丁醇化物的烷基化，合成了新的4，4-二取代的2-链烯基-2-（乙氧羰基）丁醇化物，其在碱性水解下形成4，4-二取代的2-链烯基丁醇化物。通过用过氧化氢和甲酸对后者进行氧化，得到了在频哪醇-频哪酮重排和用四乙酸铅氧化的条件下二氟甲内酯，得到了新结构的甲酰基-和环氧丁醇化物。
• Skin Care Compositions and Methods of Use Thereof
  申请人：Unigen, Inc.

  公开号：US20160263013A1

  公开（公告）日：2016-09-15

  The present disclosure provides a mixture of sugar apple and rosemary extracts, optionally in combination with prickly ash extract, for use as skin care compositions.
• Stetter, Hermann; Basse, Wolfram; Nienhaus, Juergen, Chemische Berichte, 1980, vol. 113, # 2, p. 690 - 698
  作者：Stetter, Hermann、Basse, Wolfram、Nienhaus, Juergen

  DOI：——

  日期：——
• Synthesis of 5-substituted 3-(2-oxopropyl)tetrahydrofuran-2-ones and heterocyclic compounds on their base
  作者：T. V. Kochikyan、E. V. Arutyunyan、V. S. Arutyunyan、A. A. Avetisyan

  DOI：10.1134/s1070428008120130

  日期：2008.12

  Alkylation of ethyl 2-oxotetrahydrofuran-3-carboxylates with 2,3-dichloroprop-1-ene and 3-bromoprop-1-yne gave new 3,5,5-tri- and 3,3,5,5-tetrasubstituted tetrahydrofuran-2-ones which were converted into the corresponding 3-(2-oxopropyl)tetrahydrofuran-2-ones. Reactions of the latter with semicarabazide, thiosemicarbazide, and phenylhydrazine were studied with a view to obtain new heterocyclic lactones.