3,5,6-Tris-benzyloxy-1-methoxy-xanthen-9-one | 42833-98-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3,5,6-Tris-benzyloxy-1-methoxy-xanthen-9-one
• CAS: 42833-98-7
• 化学式: C₃₅H₂₈O₆
• 分子量: 544.604
• InChiKey: JVYZQQVSAXGRRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  41.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  67.13
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3,5,6-Tris-benzyloxy-1-methoxy-xanthen-9-one 在 palladium on activated charcoal 氢气 作用下， 25.0 ℃ 、101.33 kPa 条件下， 反应 0.75h， 生成 3,5,6-tris(1,1-dimethylallyloxy)-1-methoxyxanthen-9-one
  参考文献：
  名称：

  “Biomimetic” Cascade Reactions in Organic Synthesis: Construction of 4-Oxatricyclo[4.3.1.0]decan-2-one Systems and Total Synthesis of 1-O-Methylforbesione via Tandem Claisen Rearrangement/Diels-Alder Reactions

  摘要：

  A further demonstration of the value of "biomimetically" inspired synthetic strategies toward natural products is provided by the title reactions that were developed for the construction of 4-oxatricyclo[4.3.1.0]decan-2-one systems from prochiral aromatic precursors. This biomimetic cascade was applied to the synthesis of 1-O-methylforbesione (2) from the prenylated xanthone 1 in one pot.

  DOI：

  10.1002/1521-3773(20011119)40:22<4264::aid-anie4264>3.0.co;2-1
• 作为产物：
  描述：

  2-[Tert-butyl(dimethyl)silyl]oxy-3,4-bis(phenylmethoxy)benzaldehyde 在 manganese(IV) oxide 、 氢氧化钾 、 正丁基锂 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 3,5,6-Tris-benzyloxy-1-methoxy-xanthen-9-one
  参考文献：
  名称：

  “Biomimetic” Cascade Reactions in Organic Synthesis: Construction of 4-Oxatricyclo[4.3.1.0]decan-2-one Systems and Total Synthesis of 1-O-Methylforbesione via Tandem Claisen Rearrangement/Diels-Alder Reactions

  摘要：

  A further demonstration of the value of "biomimetically" inspired synthetic strategies toward natural products is provided by the title reactions that were developed for the construction of 4-oxatricyclo[4.3.1.0]decan-2-one systems from prochiral aromatic precursors. This biomimetic cascade was applied to the synthesis of 1-O-methylforbesione (2) from the prenylated xanthone 1 in one pot.

  DOI：

  10.1002/1521-3773(20011119)40:22<4264::aid-anie4264>3.0.co;2-1