2,3-二羟基-3,7-二甲基辛-6-烯-1-基乙酸酯 | 112026-27-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 2,3-二羟基-3,7-二甲基辛-6-烯-1-基乙酸酯
• 英文名称: (2,3-Dihydroxy-3,7-dimethyloct-6-enyl) acetate
• CAS: 112026-27-4
• 化学式: C₁₂H₂₂O₄
• 分子量: 230.304
• InChiKey: VDFCHFITZHMLBT-UHFFFAOYSA-N

物化性质

• 沸点：
  354.5±42.0 °C(Predicted)
• 密度：
  1.051±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-二羟基-3,7-二甲基辛-6-烯-1-基乙酸酯 在 咪唑 、 四丁基氟化铵 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 rac-3,7-dimethyl-2-oxo-oct-6-ene-1,3-diol
  参考文献：
  名称：

  (S)-3,7-Dimethyl-2-oxo-6-octene-1,3-diol: an aggregation pheromone of the Colorado potato beetle, Leptinotarsa decemlineata (Say)

  摘要：

  (S)-3,7-Dimethyl-2-oxo-6-octene-1,3-diol has been identified as a male-produced pheromone from the Colorado potato beetle. Its gross structure was deduced from its mass and NMR spectra plus synthesis from geraniol. The absolute configuration was determined to be (S) by syntheses of both enantiomers from (R)- and (S)-linalool, respectively. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00349-0
• 作为产物：
  描述：

  (2R^*,3R^*)-2,3-epoxy-3,7-dimethyl-6-octenyl acetate 在 高氯酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2,3-二羟基-3,7-二甲基辛-6-烯-1-基乙酸酯
  参考文献：
  名称：

  (S)-3,7-Dimethyl-2-oxo-6-octene-1,3-diol: an aggregation pheromone of the Colorado potato beetle, Leptinotarsa decemlineata (Say)

  摘要：

  (S)-3,7-Dimethyl-2-oxo-6-octene-1,3-diol has been identified as a male-produced pheromone from the Colorado potato beetle. Its gross structure was deduced from its mass and NMR spectra plus synthesis from geraniol. The absolute configuration was determined to be (S) by syntheses of both enantiomers from (R)- and (S)-linalool, respectively. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00349-0

文献信息

• Simple synthetic routes to geiparvarin
  作者：S.H Kang、C.Y Hong

  DOI：10.1016/s0040-4039(00)95810-6

  日期：1987.1

  Starting from geranyl acetate, efficient routes to 3(2H)-furanone derivatives via allylic oxidation and cyclization are described which have been utilized in the synthesis of a naturally occurring antitumor agent, geiparvarin.

  从乙酸香叶酯开始，描述了通过烯丙基氧化和环化形成3（2H）-呋喃酮衍生物的有效途径，该途径已用于合成天然存在的抗肿瘤剂吉巴伐林。
• Asymmetric dihydroxylation of geranyl, neryl and trans, trans-farnesyl acetates
  作者：Giovanni Vidari、Antonella Dapiaggi、Giuseppe Zanoni、Luigi Garlaschelli

  DOI：10.1016/0040-4039(93)85077-a

  日期：1993.10

  The asymmetric dihydroxylation of geranyl acetate, neryl acetate and trans, trans -farnesyl acetate was studied using the new Sharpless' ligands (DHQD)2-PHAL and (DHQ)2-PHAL. High enantioselectivity was always observed. High positional selectivity for the 6,7-olefin was observed in the case of the monoterpene acetates.
• Xu Daqiang, Park Christine Y., Sharpless K. Barry, Tetrahedron Lett, 35 (1994) N 16, S 2495-2498
  作者：Xu Daqiang, Park Christine Y., Sharpless K. Barry

  DOI：——

  日期：——