((2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-((E)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-yl)methyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate | 215227-91-1

• 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: ((2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-((E)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-yl)methyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
• CAS: 215227-91-1
• 化学式: C₃₀H₃₂O₉
• 分子量: 536.579
• InChiKey: OGSBJDXNYQOSFD-MFKQMEHFSA-N

物化性质

• 沸点：
  677.7±55.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  39.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  117.59
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  ((2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-((E)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-yl)methyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate 在 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 1.5h， 生成 (E)-3-[(2S,3R)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3',4'-dimethoxyphenyl)-1-benzo[b]furan-5-yl]-2-propenal
  参考文献：
  名称：

  On the absolute structure of optically active neolignans containing a dihydrobenzo[b]furan skeleton

  摘要：

  Several optically pure neolignans containing a dihydrobenzo[b]furan skeleton were synthesized. Based on an X-ray crystallographic study and circular dichroism results, the absolute configurations of some naturally occurring neolignans, namely balanophonin (1), PGI(2) inducer (2), dehydrodiconiferyl alcohol-4-beta-D-glucoside (3), dehydroconiferyl alcohol (4) and 3',4-di-O-methyicedrusin (5) have been unambiguously established. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00725-x
• 作为产物：
  描述：

  (E)-3-[(2S,3R)-2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3'-methoxy-4'-methoxymethoxyphenyl)-1-benzo[b]furan-5-yl]-2-propenal 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 ((2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-((E)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-yl)methyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
  参考文献：
  名称：

  On the absolute structure of optically active neolignans containing a dihydrobenzo[b]furan skeleton

  摘要：

  Several optically pure neolignans containing a dihydrobenzo[b]furan skeleton were synthesized. Based on an X-ray crystallographic study and circular dichroism results, the absolute configurations of some naturally occurring neolignans, namely balanophonin (1), PGI(2) inducer (2), dehydrodiconiferyl alcohol-4-beta-D-glucoside (3), dehydroconiferyl alcohol (4) and 3',4-di-O-methyicedrusin (5) have been unambiguously established. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00725-x