1-acetylindan-1-ol | 109327-83-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-acetylindan-1-ol
• 英文别名: 1-acetyl-1-indanol；1-(1-Hydroxy-2,3-dihydro-1H-inden-1-yl)ethanone；1-(1-hydroxy-2,3-dihydroinden-1-yl)ethanone
• CAS: 109327-83-5
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: IYOKXRGBXLKHGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-acetylindan-1-ol 在 sodium methylate 、 水 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以91%的产率得到2-hydroxy-2-methyl-3,4-dihydronaphthalen-1(2H)-one
  参考文献：
  名称：

  Synthesis of substituted α-tetralones and substituted 1-naphthols via regioselective ring expansion of 1-acyl-1-indanol skeleton

  摘要：

  Substituted 1-acyl-1-indanols were prepared using the corresponding readily commercially available substituted indanones as starting materials. Treatment of each 1-acyl-1-indanol derivative with sodium methoxide in hot methanol furnished a regiospecific 2-hydroxy-alpha-tetralone derivative, which was an alpha-keto rearrangement product. Each substituted 2-hydroxy-alpha-tetralone then underwent dehydration to afford the corresponding 1-naphthol derivative. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.103
• 作为产物：
  描述：

  1-acetyl-indan 在 氧气 、 sodium hydride 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 0.25h， 生成 1-acetylindan-1-ol
  参考文献：
  名称：

  Burden, Peter M.; Cheung, H. T. Andrew; Watson, Thomas R., Journal of the Chemical Society. Perkin transactions I, 1987, p. 169 - 172

  摘要：

  DOI：

文献信息

• Electroreductive Acylation of Aromatic Ketones with Acylimidazoles
  作者：Naoki Kise、Syun Agui、Shinji Morimoto、Nasuo Ueda

  DOI：10.1021/jo051498w

  日期：2005.11.1

  The intermolecular reductive coupling of aromatic ketones with acylimidazoles was effected by electroreduction in the presence of chlorotrimethylsilane and gave α-trimethylsiloxy ketones and esters. The best result was obtained using Bu4NPF6 as a supporting electrolyte and a Pb cathode in THF. The α-trimethylsiloxy-containing products were transformed to the corresponding α-hydroxy ketones and esters

  在氯代三甲基硅烷的存在下，通过电还原作用实现芳族酮与酰基咪唑的分子间还原偶联，得到α-三甲基甲硅烷氧基酮和酯。使用Bu 4 NPF 6作为支持电解质和THF中的Pb阴极可获得最佳结果。通过在THF中用TBAF处理，将含α-三甲基甲硅烷氧基的产物转化为相应的α-羟基酮和酯。该方法对于δ-和ε-酮基酰基咪唑的分子内还原偶联也是有效的。
• [EN] PROCESS FOR THE PREPARATION OF INDANAMINE DERIVATIVES AND NEW SYNTHESIS INTERMEDIATES<br/>[FR] PROCÉDÉ DE PRÉPARATION DE DÉRIVÉS D'INDANAMINE ET DE NOUVEAUX INTERMÉDIAIRES DE SYNTHÈSE
  申请人：LABORATORIO CHIMICO INT SPA

  公开号：WO2016116857A1

  公开（公告）日：2016-07-28

  Subject-matter of the invention is a process for the preparation of a key intermediate in the synthesis of indacaterol. Subject-matter of the invention are also new synthesis intermediates. Formula (I):

  发明的主题是一种制备吲哚卡特罗合成中间体的方法。发明的主题还包括新的合成中间体。公式(I)：
• Derivatives of 4,5-dihydro-4-oxofuran-2-carboxylic acid, especially for use as hypolipidemic agents, processes for their preparation, pharmaceutical compositions comprising them, tetrahydropyran-2,3,5-triones useful in the preparation of the said derivatives and a process for preparing these tetrahydropyran-2,3,5-triones
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0006305A1

  公开（公告）日：1980-01-09

  Compounds of formula I in which R1 and R2 each is lower alkyl, cyclo(lower)alkyl, lower alkoxy(lower)alkylene, phenyl or phenyl mono- or disubstituted with lower alkyl, lower alkoxy, halo, nitro or trifluoromethyl; or RI and R2 together form a -(CH2)m-X-(CH2)n- chain wherein m and n each is an integer from one to four and X is methylene, oxa or thia; or R1 and R2 together with the carbon atom to which they are joined form a spiro-[1,2,3,4-tetrahydronaphthalene]-1 or spiro[indan]-1 radical; R3 is hydrogen or lower alkyl; and R' is hydrogen, lower alkyl, cyclo(lower)alkyl, phenyl(lower)alkylene, amino-(lower)alkylene, lower alkylamino(lower)alkylene, di(lower alkyl)amino(lower)alkylene or 3-pyridinyl(lower)alkylene, or a therapeutically acceptable addition salt thereof are disclosed which possess hypolipidemic activity, and can be used in pharmaceutical compositions. The compounds of formula I may be prepared by cyclising a corresponding compound of formula X and if desired esterifying. Tetrahydropyran-2,3,5-trione intermediates are also disclosed.

  式 I 的化合物 其中 R1 和 R2 各自为低级烷基、环（低级）烷基、低级烷氧基（低级）亚烷基、苯基或与低级烷基、低级烷氧基、卤代、硝基或三氟甲基单取代或二取代的苯基；或 RI 和 R2 共同形成-(CH2)m-X-(CH2)n-链，其中 m 和 n 均为 1 至 4 的整数，X 为亚甲基、氧杂环丁烷或硫杂环丁烷；或 R1 和 R2 与它们连接的碳原子共同形成螺-[1,2,3,4-四氢萘]-1 或螺[茚]-1 自由基；R3是氢或低级烷基；R'是氢、低级烷基、环（低级）烷基、苯基（低级）亚烷基、氨基（低级）亚烷基、低级烷基氨基（低级）亚烷基、二（低级烷基）氨基（低级）亚烷基或 3-吡啶基（低级）亚烷基，或其治疗上可接受的加成盐，这些化合物具有降血脂活性，可用于药物组合物中。 式 I 化合物可通过环化相应的式 X 化合物 并根据需要进行酯化。此外，还公开了四氢吡喃-2,3,5-三酮中间体。
• Process for the preparation of indanamine derivatives and new synthesis intermediates
  申请人：LABORATORIO CHIMICO INTERNAZIONALE S.P.A.

  公开号：US10059653B2

  公开（公告）日：2018-08-28

  Subject-matter of the invention is a process for the preparation of a key intermediate in the synthesis of indacaterol. Subject-matter of the invention are also new synthesis intermediates. Formula (I):

  本发明的主题是茚达特罗合成过程中一种关键中间体的制备工艺。本发明的主题也是新的合成中间体。式 (I)：
• Analogues of Acifran:  Agonists of the High and Low Affinity Niacin Receptors, GPR109a and GPR109b
  作者：Jae-Kyu Jung、Benjamin R. Johnson、Tracy Duong、Marc Decaire、Jane Uy、Tawfik Gharbaoui、P. Douglas Boatman、Carleton R. Sage、Ruoping Chen、Jeremy G. Richman、Daniel T. Connolly、Graeme Semple

  DOI：10.1021/jm070022x

  日期：2007.4.1

  Recently identified GPCRs, GPR109a and GPR109b, the high and low affinity receptors for niacin, may represent good targets for the development of HDL elevating drugs for the treatment of atherosclerosis. Acifran, an agonist of both receptors, has been tested in human subjects, yet until recently very few analogs had been reported. We describe a series of acifran analogs prepared using newly developed synthetic pathways and evaluated as agonists for GPR109a and GPR109b, resulting in identification of compounds with improved activity at these receptors.