(1R,2S)-1-phenyl-3-(5-trimethylsilylfuran-2-yl)propane-1,2-diol | 1190851-28-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (1R,2S)-1-phenyl-3-(5-trimethylsilylfuran-2-yl)propane-1,2-diol
• CAS: 1190851-28-5
• 化学式: C₁₆H₂₂O₃Si
• 分子量: 290.434
• InChiKey: PRGUWKQFNFAZHR-GOEBONIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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)-1-phenyl-3-(5-trimethylsilylfuran-2-yl)propane-1,2-diol 在 亚甲兰 作用下， 以 二氯甲烷 为溶剂， 反应 0.03h， 生成 5-[(2S,3R)-2,3-dihydroxy-3-phenylpropyl]-5-hydroxyfuran-2-one
  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)-trimethyl(5-(3-phenylallyl)furan-2-yl)silane 在 methanesulfonyl carboxamide 、 AD-mix-β 作用下， 以 水 、 叔丁醇 为溶剂， 反应 36.0h， 以90%的产率得到(1R,2S)-1-phenyl-3-(5-trimethylsilylfuran-2-yl)propane-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.