(-)-thujaplicatin methyl ether | 228556-52-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: (-)-thujaplicatin methyl ether
• 英文别名: (3R,4R)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
• CAS: 228556-52-3
• 化学式: C₂₁H₂₄O₇
• 分子量: 388.417
• InChiKey: XMLWGUKRPGLJGA-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (-)-thujaplicatin methyl ether 在 B₅ medium 、 immobilized Camellia sinensis plant cell culture 作用下， 以 正己烷 为溶剂， 反应 1.0h， 以100%的产率得到hydroxy-7 methoxy-6 (dimethoxy-3,5 hydroxy-4 phenyl)-9 tetrahydro-3a,4,9,9a naphto<2,3-c>furannone-1 (3H)
  参考文献：
  名称：

  Establishment of Camellia sinensis cell culture with high peroxidase activity and oxidative coupling reaction of dibenzylbutanolides

  摘要：

  We Succeeded in establishment of Camellia sinensis cell culture with high peroxidase activity. When dibenzylbutanolides (1a-c) were reacted with C. sinensis cell culture, peroxidase-catalyzed oxidative Coupling of 1a-c to cyclic products (2a-c) proceeded quantitatively in the absence of foreign hydrogen peroxide as cofactor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01631-3
• 作为产物：
  描述：

  (R)-(+)-3-(4-benzyloxy-3-methoxybenzyl)-γ-butyrolactone 在 palladium on activated charcoal 氢气 、 lithium diisopropyl amide 作用下， 以 乙酸乙酯 为溶剂， -80.0 ℃ 、300.0 kPa 条件下， 反应 18.0h， 生成 (-)-thujaplicatin methyl ether
  参考文献：
  名称：

  The Syntheses of (R)-(+)-b-Vanillyl-g-butyrolactone and of Chiral Lignans Therefrom

  摘要：

  DOI：

  10.3987/r-1987-05-1169

文献信息

• BROWN, ERIC;DAUGAN, ALAIN, HETEROCYCLES, 26,(1987) N 5, 1169-1172
  作者：BROWN, ERIC、DAUGAN, ALAIN

  DOI：——

  日期：——
• Establishment of Camellia sinensis cell culture with high peroxidase activity and oxidative coupling reaction of dibenzylbutanolides
  作者：Masumi Takemoto、Youichi Aoshima、Nikolay Stoynov、James Peter Kutney

  DOI：10.1016/s0040-4039(02)01631-3

  日期：2002.9

  We Succeeded in establishment of Camellia sinensis cell culture with high peroxidase activity. When dibenzylbutanolides (1a-c) were reacted with C. sinensis cell culture, peroxidase-catalyzed oxidative Coupling of 1a-c to cyclic products (2a-c) proceeded quantitatively in the absence of foreign hydrogen peroxide as cofactor. (C) 2002 Elsevier Science Ltd. All rights reserved.
• The Syntheses of (R)-(+)-b-Vanillyl-g-butyrolactone and of Chiral Lignans Therefrom
  作者：Eric Brown、Alain Daugan

  DOI：10.3987/r-1987-05-1169

  日期：——
• Oxidative Cyclization Reaction of Dibenzylbutanolides with Combined Utilization of Synthetic Chemistry and Biotechnological Methods
  作者：Masumi Takemoto、Yoko Hongo、Youichi Aoshima、James Peter Kutney

  DOI：10.3987/com-06-s(o)12

  日期：——

  We reported plant cell culture (as an enzyme source)-catalyzed oxidative cyclization reaction of dibenzylbutanol ides (1a, b, d, e) to cyclic product (2a, b, d, e) via a hypothetical quinone methide intermediate.