(1R,2S)-3-(furan-2-yl)-1-phenylpropane-1,2-diol | 1190851-27-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,2S)-3-(furan-2-yl)-1-phenylpropane-1,2-diol
• CAS: 1190851-27-4
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: VASOFXQVIDBUTO-QWHCGFSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,2S)-3-(furan-2-yl)-1-phenylpropane-1,2-diol 在 氧气 作用下， 以 二氯甲烷 为溶剂， 反应 0.03h， 生成 (2R,3S)-7-hydroperoxy-2-phenyl-1,6-dioxaspiro[4.4]non-8-en-3-ol
  参考文献：
  名称：

  γ-Spiroketal γ-Lactones from 2-(γ-Hydroxyalkyl)furans: Syntheses of epi-Pyrenolides D and Crassalactone D

  摘要：

  Photooxygenation of 2(gamma-hydroxyalkyl)furans followed by dehydration affords, in one synthetic operation and in high yield, gamma-spiroketal gamma-lactones. This newly developed technology was successfully applied to the synthesis of three different epimers of pyrenolide D, as well as to the first synthesis of the anticancer natural product crassalactone D and its C4-epimer.

  DOI：

  10.1021/ol901794r
• 作为产物：
  描述：

  (Z)-2-(3-phenylallyl)furan 在 methanesulfonyl carboxamide 、 AD-mix-β 作用下， 以 水 、 叔丁醇 为溶剂， 反应 36.0h， 以70%的产率得到(1R,2S)-3-(furan-2-yl)-1-phenylpropane-1,2-diol
  参考文献：
  名称：

  γ-Spiroketal γ-Lactones from 2-(γ-Hydroxyalkyl)furans: Syntheses of epi-Pyrenolides D and Crassalactone D

  摘要：

  Photooxygenation of 2(gamma-hydroxyalkyl)furans followed by dehydration affords, in one synthetic operation and in high yield, gamma-spiroketal gamma-lactones. This newly developed technology was successfully applied to the synthesis of three different epimers of pyrenolide D, as well as to the first synthesis of the anticancer natural product crassalactone D and its C4-epimer.

  DOI：

  10.1021/ol901794r

文献信息

• γ-Spiroketal γ-Lactones from 2-(γ-Hydroxyalkyl)furans: Syntheses of <i>epi</i>-Pyrenolides D and Crassalactone D
  作者：Elias Pavlakos、Thomas Georgiou、Maria Tofi、Tamsyn Montagnon、Georgios Vassilikogiannakis

  DOI：10.1021/ol901794r

  日期：2009.10.15

  Photooxygenation of 2(gamma-hydroxyalkyl)furans followed by dehydration affords, in one synthetic operation and in high yield, gamma-spiroketal gamma-lactones. This newly developed technology was successfully applied to the synthesis of three different epimers of pyrenolide D, as well as to the first synthesis of the anticancer natural product crassalactone D and its C4-epimer.