3-(1,1-Dimethyl-prop-2-ynyl)-tetrahydro-pyran-2-one | 179469-90-0

• 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: 3-(1,1-Dimethyl-prop-2-ynyl)-tetrahydro-pyran-2-one
• 英文别名: 3-(2-Methylbut-3-yn-2-yl)oxan-2-one
• CAS: 179469-90-0
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: KHRYNOQTXXAFOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(1,1-Dimethyl-prop-2-ynyl)-tetrahydro-pyran-2-one 在 吡啶 、 chromium(VI) oxide 、 氢氧化钾 、 lithium aluminium tetrahydride 、 碘 作用下， 以 二氯甲烷 为溶剂， 反应 12.58h， 生成 3-((R)-1-Benzyl-4,4-dimethyl-5-methylene-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester
  参考文献：
  名称：

  Toward the Synthesis of Biologically Important Chlorins, Isobacteriochlorins, and Corrins. Cyclic Enamides from Acetylenic Amides

  摘要：

  Cyclic enamides 1 of a type useful in the synthesis of naturally occurring chlorins, isobacteriochlorins, and corrins have been prepared by a process involving 5-exo-dig cyclization of the appropriate acetylenic amides 11. The desired cyclization is catalyzed by either n-Bu(4)NF or LiAl-(NHBn)(4).

  DOI：

  10.1021/jo960428+
• 作为产物：
  描述：

  3,4-二氢-6-(三甲基甲硅烷基氧基)-2H-吡喃 、 alkaline earth salt of/the/ methylsulfuric acid 在 ammonium cerium(IV) nitrate 、 三氟化硼乙醚 作用下， 生成 3-(1,1-Dimethyl-prop-2-ynyl)-tetrahydro-pyran-2-one
  参考文献：
  名称：

  Toward the Synthesis of Biologically Important Chlorins, Isobacteriochlorins, and Corrins. Cyclic Enamides from Acetylenic Amides

  摘要：

  Cyclic enamides 1 of a type useful in the synthesis of naturally occurring chlorins, isobacteriochlorins, and corrins have been prepared by a process involving 5-exo-dig cyclization of the appropriate acetylenic amides 11. The desired cyclization is catalyzed by either n-Bu(4)NF or LiAl-(NHBn)(4).

  DOI：

  10.1021/jo960428+

文献信息

• Toward the Synthesis of Biologically Important Chlorins, Isobacteriochlorins, and Corrins. Cyclic Enamides from Acetylenic Amides
  作者：Peter A. Jacobi、Harry L. Brielmann、Sheila I. Hauck

  DOI：10.1021/jo960428+

  日期：1996.1.1

  Cyclic enamides 1 of a type useful in the synthesis of naturally occurring chlorins, isobacteriochlorins, and corrins have been prepared by a process involving 5-exo-dig cyclization of the appropriate acetylenic amides 11. The desired cyclization is catalyzed by either n-Bu(4)NF or LiAl-(NHBn)(4).