(1R,2R)-1-{2-[4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3-methyl-2,3-dihydro-benzofuran-5-yl}-propane-1,2-diol | 320342-84-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: (1R,2R)-1-{2-[4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3-methyl-2,3-dihydro-benzofuran-5-yl}-propane-1,2-diol
• CAS: 320342-84-5
• 化学式: C₂₆H₃₈O₆Si
• 分子量: 474.67
• InChiKey: ADDBFPOGAZYGKE-HVZWYODYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1R,2R)-1-{2-[4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3-methyl-2,3-dihydro-benzofuran-5-yl}-propane-1,2-diol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以58.3%的产率得到1-[2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-3-methyl-2,3-dihydro-benzofuran-5-yl]-propane-1,2-diol
  参考文献：
  名称：

  Stereoselective Synthesis of 8,9-Licarinediols

  摘要：

  The total synthesis of 8,9-licarinediols was selectively carried out from licarin A, previously obtained by oxidative coupling of (E)-isoeugenol. The corresponding enantiomerically pure (+)- and(-)-licarin A ester derivatives were subjected to Sharpless oxidation to yield the asymmetric C-8, C-9 dihydroxylation products, whose absolute configurations were established by means of the CD and NMR spectroscopic analyses of their Mosher ester derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00873-5
• 作为产物：
  描述：

  (E)-2-甲氧基-4-(1-丙烯基苯酚) 在 咪唑 、 甲基磺酰胺 、 双氧水 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 horseradish peroxidase 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 20.0h， 生成 (1R,2R)-1-{2-[4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3-methyl-2,3-dihydro-benzofuran-5-yl}-propane-1,2-diol
  参考文献：
  名称：

  Stereoselective Synthesis of 8,9-Licarinediols

  摘要：

  The total synthesis of 8,9-licarinediols was selectively carried out from licarin A, previously obtained by oxidative coupling of (E)-isoeugenol. The corresponding enantiomerically pure (+)- and(-)-licarin A ester derivatives were subjected to Sharpless oxidation to yield the asymmetric C-8, C-9 dihydroxylation products, whose absolute configurations were established by means of the CD and NMR spectroscopic analyses of their Mosher ester derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00873-5