9H-氧杂蒽-9-甲醇 | 5490-92-6

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 9H-氧杂蒽-9-甲醇
• 中文别名: (9H-呫吨-9-基)甲醇
• 英文名称: xanthene-9-methanol
• 英文别名: xanthen-9-yl-methanol；9-xanthenemethanol；9H-Xanthene-9-methanol；9H-xanthen-9-ylmethanol
• CAS: 5490-92-6
• 化学式: C₁₄H₁₂O₂
• 分子量: 212.248
• InChiKey: XODHGYGQZLHGJZ-UHFFFAOYSA-N

物化性质

• 熔点：
  67-68 °C(Solv: ligroine (8032-32-4))
• 沸点：
  338.0±21.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  9H-氧杂蒽-9-甲醇 以 水 、 乙腈 为溶剂， 生成 氧杂蒽
  参考文献：
  名称：

  General method for the photogeneration of benzolated cationic and anionic systems in aqueous solution. Test of relative stability of these systems in the excited state.

  摘要：

  DOI：

  10.1016/s0040-4039(00)84110-6
• 作为产物：
  描述：

  占吨-9-甲酸甲酯 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 9H-氧杂蒽-9-甲醇
  参考文献：
  名称：

  STUDIES IN THE WAGNER–MEERWEIN REARRANGEMENT. PART II

  摘要：

  Dibenz[b,f]oxepin及其10-甲基衍生物已通过合适的苯并二氧杂环衍生物的环扩张制备。2-氟菲是由2-氟芴合成的。

  DOI：

  10.1139/v57-147

文献信息

• Amino acid protecting groups
  申请人：Research Corporation Technologies, Inc.

  公开号：US05101059A1

  公开（公告）日：1992-03-31

  This invention relates to compounds of the formula a compound of the formula ##STR1## wherein X is O, CR.sub.7 R.sub.8, S or NR.sub.9 wherein R.sub.7 and R.sub.8 are independently hydrogen, or lower alkyl, and R.sub.9 is lower alkyl; n is 0 or 1; R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, aryl, or nitro; R.sub.3 is hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, 9-fluorenylalkyl, cycloalkyl, aryl or aralkyl; R.sub.4 and R.sub.5 are independently hydrogen, lower alkyl, or aryl or one of R.sub.4 and R.sub.5 is 9-fluorenyl; R.sub.6 is H or COZ wherein Z is an amino acid, a peptide residue or a leaving group; and with the provisos that when n is 0 and R.sub.3 is hydrogen, R.sub.1 and R.sub.2 are not hydrogen, halogen or nitro; that when n is 0 and R.sub.3 is lower alkyl, R.sub.1 and R.sub.2 are not hydrogen; and that when X is O or CR.sub.7 R.sub.8 wherein R.sub.7 and R.sub.8 are H, that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are not all simultaneously H. The compounds of the present invention are useful in peptide synthesis as blocking or protecting groups for reactive groups. The present invention is also directed to a method of protecting a reactive group of an organic molecule during a reaction which modifies a portion of the molecule other than the protected group.

  这项发明涉及以下公式的化合物：其中X为O、CR.sub.7 R.sub.8、S或NR.sub.9，其中R.sub.7和R.sub.8独立地为氢或较低的烷基，R.sub.9为较低的烷基；n为0或1；R.sub.1和R.sub.2独立地为氢、较低的烷基、单器官硅基、双器官硅基、三器官硅基、卤素、芳基或硝基；R.sub.3为氢、较低的烷基、单器官硅基、双器官硅基、三器官硅基、卤素、9-芴基烷基、环烷基、芳基或芳基烷基；R.sub.4和R.sub.5独立地为氢、较低的烷基或芳基，或者R.sub.4和R.sub.5中的一个为9-芴基；R.sub.6为H或COZ，其中Z为氨基酸、肽残基或脱离基；并且有以下规定：当n为0且R.sub.3为氢时，R.sub.1和R.sub.2不是氢、卤素或硝基；当n为0且R.sub.3为较低的烷基时，R.sub.1和R.sub.2不是氢；当X为O或CR.sub.7 R.sub.8且R.sub.7和R.sub.8为H时，R.sub.1、R.sub.2、R.sub.3、R.sub.4、R.sub.5和R.sub.6不同时为H。本发明的化合物在肽合成中作为对反应基团的阻断或保护基团而有用。本发明还涉及一种在改变分子的部分而非受保护基团的反应中保护有机分子的反应基团的方法。
• Direct Ruthenium-Catalyzed Hydrogenation of Carboxylic Acids to Alcohols
  作者：Xinjiang Cui、Yuehui Li、Christoph Topf、Kathrin Junge、Matthias Beller

  DOI：10.1002/anie.201503562

  日期：2015.9.1

  “green” reduction of carboxylic acids to alcohols is a challenging task in organic chemistry. Herein, we describe a general protocol for generation of alcohols by catalytic hydrogenation of carboxylic acids. Key to success is the use of a combination of Ru(acac)3, triphos and Lewis acids. The novel method showed broad substrate tolerance and a variety of aliphatic carboxylic acids including biomass‐derived

  将羧酸“绿色”还原为醇是有机化学中的一项艰巨任务。在本文中，我们描述了通过羧酸的催化加氢生成醇的一般方案。成功的关键是结合使用Ru（acac）3，三光子和路易斯酸。该新方法显示了广泛的底物耐受性，并且可以平稳地减少包括生物质衍生化合物在内的各种脂肪族羧酸。
• The 9-xanthenylmethyl group: a novel photocleavable protecting group for amines
  作者：Hong Du、Mary K Boyd

  DOI：10.1016/s0040-4039(01)01370-3

  日期：2001.9

  The 9-xanthenylmethyl group has been investigated as a photocleavable protecting group for amines. Several amines, including two amino acids, were protected in good to very good yield. Irradiation of the protected substrates in neutral solution regenerated the starting amines in good to excellent yield.

  已经研究了9-黄嘌呤甲基作为胺的光可裂解保护基。几种胺，包括两个氨基酸，都得到了很好的保护。在中性溶液中照射受保护的底物以良好至优异的产率再生了起始胺。
• Two-photon controlled sol–gel condensation for the microfabrication of silica based microstructures. The role of photoacids and photobases
  作者：J. Kustra、E. Martin、D. Chateau、F. Lerouge、C. Monnereau、C. Andraud、M. Sitarz、P. L. Baldeck、S. Parola

  DOI：10.1039/c7ra08608c

  日期：——

  Two-photon excitation of photobases is used to induce pH changes and control the condensation step of the sol–gel process at the focal point of a laser beam in a confocal configuration.

  使用光子激发技术激发光碱基，以在激光束的聚焦点处诱导pH变化并控制共聚步骤，该技术在共焦配置下被应用于溶胶-凝胶过程。
• 2-Substituted (2<i>SR</i>)-2-Amino-2-((1<i>SR</i>,2<i>SR</i>)-2-carboxycycloprop-1-yl)glycines as Potent and Selective Antagonists of Group II Metabotropic Glutamate Receptors. 1. Effects of Alkyl, Arylalkyl, and Diarylalkyl Substitution
  作者：Paul L. Ornstein、Thomas J. Bleisch、M. Brian Arnold、Rebecca A. Wright、Bryan G. Johnson、Darryle D. Schoepp

  DOI：10.1021/jm970497w

  日期：1998.1.1

  In this paper, we describe the synthesis of a series of a-substituted analogues of the potent and selective group II metabotropic glutamate receptor (mGluR) agonist (1S,1'S,2'S)-carboxy-cyclopropylglycine (2, L-CCG 1). Incorporation of a substituent on the amino acid carbon converted the agonist 2 into antagonist. Ail of the compounds were prepared and tested as a series of four isomers, i.e., two racemic diastereomers. We explored alkyl substitution, both normal and terminally branched; phenylalkyl and diphenylalkyl substitution; and a variety of aromatic and carbocyclic surrogates for phenyl. Affinity for group II mGluRs was measured using [H-3]glutamic acid (Glu) binding in rat forebrain membranes. Antagonist activity was confirmed for these compounds by measuring their ability to antagonize (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid-induced inhibition of forskolin-stimulated cyclic-AMP in RGT cells transfected with human mGluR2 and mGluR3. We found that while alkyl substitution provided no increase in affinity relative to 2, phenylethyl and diphenylethyl substitution, as in 105 and 109, respectively, were quite beneficial, The affinity of 109 was further enhanced when the two aromatic rings were joined by an oxygen or sulfur atom to form the tricyclic xanthylmethyl and thioxanthylmethyl amino acids 113 and 114, respectively. Amino acid 113, with an IC50 of 0.10 mu M in the [H-3]Glu binding assay, was 52-fold more patent than 2, whose IC50 was 0.47 mu M.