(6R)-tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran-3-one | 13226-33-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (6R)-tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran-3-one
• 英文别名: 2,6,6-Trimethyl-2-vinyl-5-keto-tetrahydropyran；(-)-2,6,6-Trimethyl-2(R)-vinyltetrahydropyran-5-one；(6R)-6-ethenyl-2,2,6-trimethyloxan-3-one
• CAS: 13226-33-0
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: ATQPZCOAQSYTPR-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 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：

  (6R)-tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran-3-one 、 乙二醇 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 24.0h， 以74%的产率得到(R)-6,6,8-Trimethyl-8-vinyl-1,4,7-trioxa-spiro[4.5]decane
  参考文献：
  名称：

  The use of acyclic monoterpenes in the preparation of β-pyrones: Synthesis of the right-hand fragment of Usneoidone E

  摘要：

  The right hand fragment, 36, of Usneoidone E, 1, a powerful antiviral and antitumoural agent has been synthesized from the beta-pyrone 32. Using linalool as starting material, a 2,2,6,6-tetrasubstituted dihydropyrane 20, precursor of 32 and 33, was prepared. 20 was also synthesized From geranyl acetate through selenide 7, and is a versatile precursor for the synthesis of tetaprenyltoluquinols. Unambiguous C-13 NMR assignment has been done by 2D correlations.

  DOI：

  10.1016/0040-4020(95)00084-l
• 作为产物：
  描述：

  (3R,6R)-2,2,6-trimethyl-6-vinyl-tetrahydro-pyran-3-ol 在 jones' reagent 作用下， 生成 (6R)-tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran-3-one
  参考文献：
  名称：

  Verbena × hybridaflower volatiles attractive to Western flower thrips,Frankliniella occidentalis

  摘要：

  DOI：

  10.1002/(sici)1096-9063(199906)55:6<660::aid-ps2>3.0.co;2-v

文献信息

• <i>Verbena × hybrida</i>flower volatiles attractive to Western flower thrips,<i>Frankliniella occidentalis</i>
  作者：Antony M Hooper、Jude A Bennison、Mark C Luszniak、John A Pickett、Eleanor M Pow、Lester J Wadhams

  DOI：10.1002/(sici)1096-9063(199906)55:6<660::aid-ps2>3.0.co;2-v

  日期：1999.6
• The use of acyclic monoterpenes in the preparation of β-pyrones: Synthesis of the right-hand fragment of Usneoidone E
  作者：Julio G. Urones、David Díez、Isidro S. Marcos、Pilar Basabe、Anna M. Lithgow、Rosalina F. Moro、Narciso M. Garrido、Ricardo Escarcena

  DOI：10.1016/0040-4020(95)00084-l

  日期：1995.3

  The right hand fragment, 36, of Usneoidone E, 1, a powerful antiviral and antitumoural agent has been synthesized from the beta-pyrone 32. Using linalool as starting material, a 2,2,6,6-tetrasubstituted dihydropyrane 20, precursor of 32 and 33, was prepared. 20 was also synthesized From geranyl acetate through selenide 7, and is a versatile precursor for the synthesis of tetaprenyltoluquinols. Unambiguous C-13 NMR assignment has been done by 2D correlations.