(2R,3R,5S)-3-allyl-2-(3,4-dimethoxyphenyl)-5-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]tetrahydropyran | 934219-90-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3R,5S)-3-allyl-2-(3,4-dimethoxyphenyl)-5-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]tetrahydropyran
• 英文别名: [(S)-(3,4-dimethoxyphenyl)-[(3S,5R,6R)-6-(3,4-dimethoxyphenyl)-5-prop-2-enyloxan-3-yl]methoxy]-tri(propan-2-yl)silane
• CAS: 934219-90-6
• 化学式: C₃₄H₅₂O₆Si
• 分子量: 584.869
• InChiKey: VRRYHIYZQYAEAF-VKJOHACMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.92
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3R,5S)-3-allyl-2-(3,4-dimethoxyphenyl)-5-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]tetrahydropyran 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以94%的产率得到(2R,3R,5S)-3-allyl-5-[(S)-(hydroxy)(3,4-dimethoxyphenyl)methyl]-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
• 作为产物：
  描述：

  在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 (2R,3R,5S)-3-allyl-2-(3,4-dimethoxyphenyl)-5-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]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