(2R)-(8β,8'α)-9,9'-epoxy-4,5,4',5'-tetramethoxy-2,2'-cyclolignane | 119030-68-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 二苯并环辛二烯木脂素
• 英文名称: (2R)-(8β,8'α)-9,9'-epoxy-4,5,4',5'-tetramethoxy-2,2'-cyclolignane
• 英文别名: (2S)-(8β,8'α)-9,9'-epoxy-4,5,4',5'-tetramethoxy-2,2'-cyclolignane；(2S)-(8β,8'α)-9,9'epoxy-4,4',5,5'-tetramethoxy-2,2'-cyclolignane；(9R,13R)-4,5,17,18-tetramethoxy-11-oxatetracyclo[13.4.0.02,7.09,13]nonadeca-1(19),2,4,6,15,17-hexaene
• CAS: 119030-68-1；119069-39-5
• 化学式: C₂₂H₂₆O₅
• 分子量: 370.445
• InChiKey: RYNPCSSOMJYBDT-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲基牛蒡酚; 甲基牛蒡子素 在 高氯酸 、 thallium (III) oxide 、 二甲基硫 、 硼烷 、 三氟乙酸 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 4.5h， 生成 (2R)-(8β,8'α)-9,9'-epoxy-4,5,4',5'-tetramethoxy-2,2'-cyclolignane
  参考文献：
  名称：

  Buckleton, John S.; Cambie, Richard C.; Clark, George R., Australian Journal of Chemistry, 1988, vol. 41, # 3, p. 305 - 324

  摘要：

  DOI：

文献信息

• Synthesis and applications of diphosphine ligands derived from the lignan hydroxymatairesinol
  作者：Yury Brusentsev、Patrik Eklund

  DOI：10.1016/j.cattod.2014.02.032

  日期：2015.3

  to DIOP were developed. Catalytic activity and induction of enantioselectivity for the prepared phosphines were evaluated in rhodium catalyzed hydrogenations of different functionalized alkenes. High catalytic activities were observed with low catalyst loading at atmospheric pressure. The phosphines showed moderate to high enantioselectivity depending on the substrate used. Hydrogenation of 1-acetamidostyrene

  开发了一种高效的方法，用于将天然木脂素羟基苦参醇合成修饰为类似于DIOP的手性二膦。在铑催化的不同官能化烯烃的加氢反应中，对制备的膦的催化活性和对映选择性的诱导进行了评估。在大气压下以低催化剂负载观察到高催化活性。根据所使用的底物，膦显示出中等至高的对映选择性。1-乙酰氨基苯乙烯的氢化得到84％ee的S-对映体。
• Burden, Jonathan K.; Cambie, Richard C.; Craw, Peter A., Australian Journal of Chemistry, 1988, vol. 41, # 6, p. 919 - 933
  作者：Burden, Jonathan K.、Cambie, Richard C.、Craw, Peter A.、Rutledge, Peter S.、Woodgate, Paul D.

  DOI：——

  日期：——
• Oxidative cyclisation of 3,4-dibenzyltetrahydrofurans using ruthenium tetra(trifluoroacetate)
  作者：Robert S Ward、David D Hughes

  DOI：10.1016/s0040-4020(01)00025-4

  日期：2001.3

  A series of trans-3,4-dibenzyltetrahydrofurans has been synthesised and subjected to oxidative cyclisation using ruthenium tetra(trifluoroacetate), affording dibenzocyclooctadiene lignans belonging to the isostegane series, in high yields. Since no evidence was found for the formation of the corresponding stegane isomers it is assumed that the reactions proceed with complete diastereoselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.
• BURDEN, JONATHAN K.;CAMBIE, RICHARD C.;CRAW, PETER A.;RUTLEDGE, PETER S.;+, AUSTRAL. J. CHEM., 41,(1988) N 6, C. 919-933
  作者：BURDEN, JONATHAN K.、CAMBIE, RICHARD C.、CRAW, PETER A.、RUTLEDGE, PETER S.、+

  DOI：——

  日期：——
• Buckleton, John S.; Cambie, Richard C.; Clark, George R., Australian Journal of Chemistry, 1988, vol. 41, # 3, p. 305 - 324
  作者：Buckleton, John S.、Cambie, Richard C.、Clark, George R.、Craw, Peter A.、Rickard, Clifton E. F.、et al.

  DOI：——

  日期：——