(2R,3R,5R)-5-[(S)-(hydroxy)(3,4-dimethoxyphenyl)methyl]-3-(3,4-dimethoxycinnamyl)-2-(3,4-dimethoxyphenyl)tetrahydropyran

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (2R,3R,5R)-5-[(S)-(hydroxy)(3,4-dimethoxyphenyl)methyl]-3-(3,4-dimethoxycinnamyl)-2-(3,4-dimethoxyphenyl)tetrahydropyran
• 英文别名: (S)-(3,4-dimethoxyphenyl)-[(3R,5R,6R)-6-(3,4-dimethoxyphenyl)-5-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enyl]oxan-3-yl]methanol
• 化学式: C₃₃H₄₀O₈
• 分子量: 564.676
• InChiKey: DHPIOVHVFXYRTA-UCSDVYTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  84.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-己烯酸 在 三氟甲磺酸二丁硼 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2R,3R,5R)-5-[(S)-(hydroxy)(3,4-dimethoxyphenyl)methyl]-3-(3,4-dimethoxycinnamyl)-2-(3,4-dimethoxyphenyl)tetrahydropyran
  参考文献：
  名称：

  Determination of the Stereochemistry of the Tetrahydropyran Sesquineolignans Morinols A and B

  摘要：

  The 7',8'-stereochemistry of the tetrahydropyran sesquineolignans morinols A and B was determined as threo via synthetic studies and by comparison of NMR data of 7',8'-threo-morinol and 7',8'-erythro-morinol. This study also confirmed that the biosynthetic process produces enantiomeric mixtures of morinols A and B. This was ascertained by comparing the specific rotations of synthesized morinols A and B with those of naturally occurring morinols A and B.

  DOI：

  10.1021/np060461j

文献信息

• Determination of the Stereochemistry of the Tetrahydropyran Sesquineolignans Morinols A and B
  作者：Satoshi Yamauchi、Takuya Sugahara、Koichi Akiyama、Masafumi Maruyama、Taro Kishida

  DOI：10.1021/np060461j

  日期：2007.4.1

  The 7',8'-stereochemistry of the tetrahydropyran sesquineolignans morinols A and B was determined as threo via synthetic studies and by comparison of NMR data of 7',8'-threo-morinol and 7',8'-erythro-morinol. This study also confirmed that the biosynthetic process produces enantiomeric mixtures of morinols A and B. This was ascertained by comparing the specific rotations of synthesized morinols A and B with those of naturally occurring morinols A and B.