methyl 6-methyl-5,6-dihydro-4H-pyran-2-ylacetate | 84885-72-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: methyl 6-methyl-5,6-dihydro-4H-pyran-2-ylacetate
• 英文别名: methyl 2-(2-methyl-3,4-dihydro-2H-pyran-6-yl)acetate
• CAS: 84885-72-3
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: NVSUKFPAWVTNGH-UHFFFAOYSA-N

物化性质

• 沸点：
  235.0±19.0 °C(Predicted)
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2,2-Dimethyl-6-(4-oxopentyl)-1,3-dioxin-4-one 在 对甲苯磺酸 sodium tetrahydroborate 、 4 A molecular sieve 、 potassium carbonate 作用下， 以 甲醇 、 苯 为溶剂， 生成 methyl 6-methyl-5,6-dihydro-4H-pyran-2-ylacetate
  参考文献：
  名称：

  Two lactone formation reactions from 1,3-dioxin-4-ones having hydroxyalkyl group at the 6-position: Difference in ring opening and closure

  摘要：

  Two methods (A: ring opening to acylketenes followed by intramolecular ketene trapping and B: methoxide-mediated ring opening followed by cyclization of the hydroxy esters thus formed) have become available for the synthesis of lactones and/or cyclic ethers from 1,3-dioxin-4-ones having 1-approximately 4-hydroxyalkyl group at the 6-position. Mechanism and scope of both methods have been clarified.

  DOI：

  10.1016/s0040-4020(01)86522-4

文献信息

• Synthesis of (cis-6-methyltetrahydropyran-2-yl)acetic acid involving the use of an organoselenium-mediated cyclization reaction
  作者：Steven V. Ley、Barry Lygo、Huguette Molines、Judith A. Morton

  DOI：10.1039/c39820001251

  日期：——

  A short stereospecific synthesis of (cis-6-methyltetrahydropyran-2-yl)acetic acid (1) has been achieved from readily available starting materials using a novel organoselenium-mediated cyclization of alkenyl-substituted β-oxoesters.

  使用新颖的有机硒介导的烯基取代的β-氧代酯的新型环化反应，已经可以从容易获得的起始原料中完成短短立体定向合成（顺式-6-甲基四氢吡喃-2-基）乙酸（1）的操作。
• Ley, Steven V.; Lygo, Barry; Molines, Huguette, Journal of the Chemical Society. Perkin transactions I, 1984, p. 2403 - 2406
  作者：Ley, Steven V.、Lygo, Barry、Molines, Huguette

  DOI：——

  日期：——