(1S,7S,19S)-16-methoxy-19-(4-methoxyphenyl)-12,19-dimethyl-9-oxa-3-azatetracyclo[9.8.0.03,7.013,18]nonadeca-11,13(18),14,16-tetraene-2,10-dione | 1333237-98-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素内酯
• 英文名称: (1S,7S,19S)-16-methoxy-19-(4-methoxyphenyl)-12,19-dimethyl-9-oxa-3-azatetracyclo[9.8.0.03,7.013,18]nonadeca-11,13(18),14,16-tetraene-2,10-dione
• CAS: 1333237-98-1
• 化学式: C₂₇H₂₉NO₅
• 分子量: 447.531
• InChiKey: PNVZFAJFEWSVJZ-HNEHEIDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E,E)-2,3-bis-(4-methoxy-α-phenylethylidene)succinic anhydride 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 为溶剂， 反应 0.67h， 生成 (1S,7S,19S)-16-methoxy-19-(4-methoxyphenyl)-12,19-dimethyl-9-oxa-3-azatetracyclo[9.8.0.03,7.013,18]nonadeca-11,13(18),14,16-tetraene-2,10-dione
  参考文献：
  名称：

  l-Prolinol as a chiral auxiliary in the photochemical synthesis of a new aryltetraline lignan analogue

  摘要：

  Prochiral (E,E)-fulgide 8 was reacted with L-prolinol to afford cyclic (M)-fulgamide 10 in a two step reaction sequence. The UV-light-driven photocyclization of 10 proceeded stereospecifically, giving lignan analogue 1 in 40% yield. The structure of 1 was confirmed by X-ray crystallography. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.007

文献信息

• l-Prolinol as a chiral auxiliary in the photochemical synthesis of a new aryltetraline lignan analogue
  作者：Krzysztof K. Krawczyk、Daria Madej、Jan K. Maurin、Zbigniew Czarnocki

  DOI：10.1016/j.tetasy.2011.06.007

  日期：2011.5

  Prochiral (E,E)-fulgide 8 was reacted with L-prolinol to afford cyclic (M)-fulgamide 10 in a two step reaction sequence. The UV-light-driven photocyclization of 10 proceeded stereospecifically, giving lignan analogue 1 in 40% yield. The structure of 1 was confirmed by X-ray crystallography. (C) 2011 Elsevier Ltd. All rights reserved.