penicisochroman A | 1236802-39-3

• 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: penicisochroman A
• 英文别名: 7-methoxy-7-methyl-2-propan-2-ylidene-6,9-dihydrofuro[3,2-h]isochromen-3-one
• CAS: 1236802-39-3
• 化学式: C₁₆H₁₈O₄
• 分子量: 274.317
• InChiKey: NGRZDIKBJVTCRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  penicisochroman A 在 camphor-10-sulfonic acid 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以100%的产率得到ustusorane B
  参考文献：
  名称：

  Synthesis and Structural Characterization of Natural Benzofuranoids

  摘要：

  The synthesis of ustusoranes A, B, and E, pergillin, dihydropergillin, (+/-)-penicisochroman A, and (-)-brassicadiol, starting from optically active (R)-benzolactone, is described. The synthesis of ustusoranes A and E established the absolute configurations of these natural products. The synthesis of pergillin and ()-penicisochroman A led to the structural revision of aspergiones E and F. This study clearly indicates that (R)-benzolactone is a potential intermediate in the synthesis of natural benzofuranoids.

  DOI：

  10.1021/np5010483
• 作为产物：
  描述：

  7-(tert-butyldimethylsiloxymethyl)-6-(2-oxopropyl)-2-(propan-2-ylidene)benzofuran-3(2H)-one 在 甲醇 、 对甲苯磺酸 作用下， 反应 3.0h， 以65%的产率得到penicisochroman A
  参考文献：
  名称：

  Synthesis and Structural Characterization of Natural Benzofuranoids

  摘要：

  The synthesis of ustusoranes A, B, and E, pergillin, dihydropergillin, (+/-)-penicisochroman A, and (-)-brassicadiol, starting from optically active (R)-benzolactone, is described. The synthesis of ustusoranes A and E established the absolute configurations of these natural products. The synthesis of pergillin and ()-penicisochroman A led to the structural revision of aspergiones E and F. This study clearly indicates that (R)-benzolactone is a potential intermediate in the synthesis of natural benzofuranoids.

  DOI：

  10.1021/np5010483