(E)-3-[(2R,3S)-3-Hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-acrylic acid methyl ester | 215228-36-7

• 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: (E)-3-[(2R,3S)-3-Hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-acrylic acid methyl ester
• CAS: 215228-36-7
• 化学式: C₂₃H₂₆O₈
• 分子量: 430.455
• InChiKey: GSKFATONPQAULE-WMUCXUQKSA-N

物化性质

• 沸点：
  561.865±50.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.236±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.08
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  92.68
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (E)-3-[(2R,3S)-3-Hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-acrylic acid methyl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以86%的产率得到gardenifolin D
  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：

  在 potassium cyanide 、 manganese(IV) oxide 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.5h， 生成 (E)-3-[(2R,3S)-3-Hydroxymethyl-7-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-acrylic acid methyl ester
  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