1-hydroxyanthracene trifluoromethanesulfonate | 602297-31-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-hydroxyanthracene trifluoromethanesulfonate
• 英文别名: anthracen-1-yl trifluoromethanesulfonate；1-anthracenyl trifluoromethanesulfonate；Trifluoromethanesulfonic acid 1-anthryl ester
• CAS: 602297-31-4
• 化学式: C₁₅H₉F₃O₃S
• 分子量: 326.296
• InChiKey: FRLXDESRXFFUAA-UHFFFAOYSA-N

物化性质

• 沸点：
  439.8±45.0 °C(Predicted)
• 密度：
  1.489±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-hydroxyanthracene trifluoromethanesulfonate 在 norbornene 、 palladium diacetate 、 caesium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 18.0h， 生成 methyl (2E)-3-[2-(3-{bis[(tert-butoxy)carbonyl]amino}propyl)anthracen-1-yl]prop-2-enoate
  参考文献：
  名称：

  A Palladium-Catalyzed Domino Reaction as Key Step for the Synthesis of Functionalized Aromatic Amino Acids

  摘要：

  A variety of substituted aromatic systems are synthesized by the Catellani reaction. These are used as precursors for novel amino acids with a basic side chain.

  DOI：

  10.1055/s-0033-1339892
• 作为产物：
  描述：

  1-氨基蒽 在 sodium hydrogensulfite 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 26.0h， 生成 1-hydroxyanthracene trifluoromethanesulfonate
  参考文献：
  名称：

  Stereocontrolled synthesis of anthracene β-C-ribosides: fluorescent probes for photophysical studies of DNA

  摘要：

  Effective, stereocontrolled syntheses of the 1-anthracenyl and 2-anthrancenyl beta-C-2'-deoxyribosides are reported and were based on a diastereofacialselective, palladium-catalyzed glycosidation of the corresponding protected (4S,5R)-4-hydroxy-5-(hydroxymethyl)dihydrofuran. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02791-0

文献信息

• Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives
  作者：Takanori Shibata、Kyoji Tsuchikama、Maiko Otsuka

  DOI：10.1016/j.tetasy.2005.12.033

  日期：2006.2

  An iridium-chiral diphosphine complex was used to catalyze an enantioselective [2+2+2] cycloaddition of oxygen- and nitrogen-bridged triynes with ortho-substituted aryl groups on their termini. ortho-Diarylbenzenes with atropisomeric chiralities were obtained in high yield and enantiomeric excess.

  铱-手性二膦配合物用于催化氧和氮桥联的炔烃在其末端带有邻位取代的芳基的对映选择性[2 + 2 + 2]环加成反应。具有高产率和对映体过量的具有阻转异构手性的邻-二芳基苯被获得。
• [EN] SYNTHESIS OF UNSYMMETRIC ANTHRACENE COMPOUNDS<br/>[FR] SYNTHESE DE COMPOSES ANTHRACENIQUES DISSYMETRIQUES
  申请人：EASTMAN KODAK CO

  公开号：WO2005110950A1

  公开（公告）日：2005-11-24

  A process for forming an unsymmetric anthracene compound comprises a first step of forming a 9-perfluoroalkylsulfonate derivative of anthrone by reacting the anthrone with a perfluoroalkyl sulfonating agent, followed by a second step of contacting the reaction product with an aryl or heteroaryl boronic acid, ester or anhydride, and a palladium catalyst for a period of time sufficient to form an unsymmetric anthracene compound having at least one 9-position aromatic substituent.
• A Palladium-Catalyzed Domino Reaction as Key Step for the Synthesis of Functionalized Aromatic Amino Acids
  作者：Michael Göbel、Mark Lautens、Tina Stark、Marcel Suhartono

  DOI：10.1055/s-0033-1339892

  日期：——

  A variety of substituted aromatic systems are synthesized by the Catellani reaction. These are used as precursors for novel amino acids with a basic side chain.
• Stereocontrolled synthesis of anthracene β-C-ribosides: fluorescent probes for photophysical studies of DNA
  作者：Robert S. Coleman、Mark A. Mortensen

  DOI：10.1016/s0040-4039(02)02791-0

  日期：2003.2

  Effective, stereocontrolled syntheses of the 1-anthracenyl and 2-anthrancenyl beta-C-2'-deoxyribosides are reported and were based on a diastereofacialselective, palladium-catalyzed glycosidation of the corresponding protected (4S,5R)-4-hydroxy-5-(hydroxymethyl)dihydrofuran. (C) 2003 Elsevier Science Ltd. All rights reserved.