(-)-fisetidinol-(4β,8)-(+)-catechin-O-methyl ether | 119065-89-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (-)-fisetidinol-(4β,8)-(+)-catechin-O-methyl ether
• 英文别名: (-)-fisetinidol-(4β,8)-(+)-catechin-O-methyl ether；fisetinidol-(4β,8)-catechin 4-O(E) methyl ether；fisetinidol-(4β,8)-catechin mono-O-methyl ether；(2R,3S)-8-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• CAS: 119065-89-3
• 化学式: C₃₁H₂₈O₁₁
• 分子量: 576.557
• InChiKey: UVOLYJPWCJIFAG-UWBOPEDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  42
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (-)-fisetidinol-(4β,8)-(+)-catechin-O-methyl ether 生成 8,9-trans-9,10-trans-tetrahydropyrano<2,3-h>chromene
  参考文献：
  名称：

  STEYNBERG, JAN P.;BURGER, JOHANN F. W.;YOUNG, DESMOND A.;BRANDT, EDWARD V+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N2, C. 3331-3338

  摘要：

  DOI：
• 作为产物：
  描述：

  4'-O-甲基儿茶素 、 (+)-柔金合欢素 生成 (-)-fisetidinol-(4β,8)-(+)-catechin-O-methyl ether
  参考文献：
  名称：

  STEYNBERG, JAN P.;BURGER, JOHANN F. W.;YOUNG, DESMOND A.;BRANDT, EDWARD V+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N2, C. 3323-3329

  摘要：

  DOI：

文献信息

• Oligomeric flavanoids. Part 24. Controlled biomimetic synthesis of profisetinidin triflavanoid related phlobatannins
  作者：Catharina M. Saunders、S USAnna L. Bonnet、Jan P. Steynberg、Daneel Ferreira

  DOI：10.1016/0040-4020(96)00237-2

  日期：1996.4

  The complex structures of the economically important group of profisetinidin triflavanoid related phlobatannins are synthetically accessable in a controlled biomimetic fashion via the repetitive formation of the interflavanyl bond and pyran ring rearrangement of the chain extender unit under mild alkaline conditions.

  在温和的碱性条件下，通过重复形成黄烷间键和扩链剂单元的吡喃环重排，可以以可控的仿生方式合成经济上重要的prosetsetdindin triflavanoid相关phbabatannins的复杂结构。
• Novel base-catalysed rearrangements of (–)-fisetinidol-(+)-catechin profisetinidins with 2,3-trans-3,4-cis-flavan-3-ol constituent units
  作者：Jan P. Steynberg、Johann F. W. Burger、Desmond A. Young、Edward V. Brandt、Jacobus A. Steenkamp、Daneel Ferreira

  DOI：10.1039/c39880001055

  日期：——

  The (–)-fisetinidol-(4β, 8)-(+)-catechin-O-methyl ether (1) is subject to facile C-ring isomerizations in NaHCO3–Na2CO3 buffer solution to form a range of novel 8,9-cis-9,10-trans- and 8,9-trans-9,10-trans-3,4,9,10-tetrahydro-2H,8H-pyrano-[2,3-h]chromenes (2)–(5); analogues (4) and (5) are representative of an unique class of phlobatannins in which the resorcinol A- and pyrocatechol B-rings are interchanged

  （–）-菲塞替尼多-（4β，8）-（+）-儿茶素-O-甲基醚（1）在NaHCO 3 -Na 2 CO 3缓冲溶液中容易进行C环异构化，形成了一系列新型8,9-顺式-9,10-反式-和8,9-反式-9,10-反式-3,4,9,10-四氢-2 H，8 H-吡喃基- [2,3- h ]铬烯（2）–（5）; 类似物（4）和（5）代表一类独特的phlobatannins，其中间苯二酚A-和邻苯二酚B-环互换。
• Structure and synthesis of phlobatannins related to the (4β,6:4α,8)-bis-fisetinidol-catechin profisetinidin triflavanoid
  作者：Susan L. Bonnet、Jan P. Steynberg、Barend C.B. Bezuidenhoudt、Catharina M. Saunders、Daneel Ferreira

  DOI：10.1016/0031-9422(96)00114-8

  日期：1996.9

  Several members of the class of natural phlobatannins, representing the products of stereoselective pyran rearrangement of the 2,3-trans-3,4-trans- and 3,4-cis-flavan-3-ol units in the (4 beta,6:4 alpha,8)-bis-fisetinidol-catechin triflavanoid have been characterized. These comprise a functionalized hexahydro-dipyrano-[2,3-f:2',3'-h]-chromene, two fisetinidol-(4 alpha,10)-tetrahydropyrano[2,3-f]chromenes and a pair of fisetinidol-(4 alpha,10)-tetrahydropyrano[3,2-g]chromenes. The proposed structures of these novel compounds were confirmed by synthesis via base-catalysed conversion of the 4-O(E)-methyl ether of their presumed triflavanoid biogenetic precursor. Copyright (C) 1996 Elsevier Science Ltd
• Steynberg, Jan P.; Burger, Johann F. W.; Young, Desmond A., Journal of the Chemical Society. Perkin transactions I, 1988, p. 3323 - 3330
  作者：Steynberg, Jan P.、Burger, Johann F. W.、Young, Desmond A.、Brandt, Edward, V.、Steenkamp, Jacobus A.、Ferreira, Daneel

  DOI：——

  日期：——
• Steynberg, Jan P.; Burger, Johann F. W.; Young, Desmond A., Journal of the Chemical Society. Perkin transactions I, 1988, p. 3331 - 3338
  作者：Steynberg, Jan P.、Burger, Johann F. W.、Young, Desmond A.、Brandt, Edward, V.、Steenkamp, Jacobus A.、Ferreira, Daneel

  DOI：——

  日期：——