CAS: 4254-29-9; 2,3-Dihydro-1H-Inden-2-Ol

该化合物是具有分子式C9H10O的双环二次酒精.其结构结构上有一个与异丙烷环系统2位置相连的氢氧化物组,由于引信芳香环而具有典型的二次酒精反应性,同时保持了稳定性.该化合物是有机合成的多用途中间体,特别是在制备药品,香料和精细化学品方面.其硬性双环框架对反应进行僵化控制,增强手工业合成的选择性.Indan-2-ol还被用于电离层设计,并用作源自异丙烷的功能材料的前体.由于易燃性和潜在刺激性,建议适当处理.

结构式图片

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合成工艺路线路线简述

    2-[(E)-But-2-Enoxy]-2,3-Dihydro-1H-Indene置于grubbs Catalyst First Generation 盐酸体系中,用 二氯甲烷 作为反应溶剂,化学反应 12.0H,以92%的收率获得产物2-茚醇
    参考文献:钌类胡萝卜素络合物进行烯烃异构化.烯丙基和高烯丙基的裂解
    标题:钌类胡萝卜素络合物进行烯烃异构化.烯丙基和高烯丙基的裂解
    摘要:钌类化合物催化剂,例如grubbs的配合物i,可有效介导β,γ-不饱和醚和胺异构化为相应的乙烯基醚和烯胺.该反应可用于烯丙基和高烯丙基醚以及胺的脱保护.
    DOI:10.1016/s0040-4039(02)00141-7

    海关参考信息

    专利信息


    专利号:US-11161827-B2
    优先权日:2019-04-05
    标 题 :Catalytic systems for stereoselective synthesis of chiral amines by enantiodivergent radical C—H amination
    发明人:Zhang xiao-xiang; Lang kai
    权利人:TRUSTEES BOSTON COLLEGE; THE TRUSTEES OF BOSTON COLLEGE
    摘要:In one aspect, the disclosure relates to a mode of asymmetric induction in radical processes based on sequential combination of enantiodifferentiative H-atom abstraction and stereoretentive radical substitution. Also disclosed is an asymmetric system for stereoselective synthesis of strained 5-membered cyclic sulfamides via radical 1,5-C—H amination of sulfamoyl azides. The disclosed metalloradical system can control the degree and sense of asymmetric induction in the catalytic radical C—H amination in a systematic manner. The disclosed system is applicable to a broad scope of substrates with different types of C(sp 3 )—H bonds and exhibits reactivity and selectivity, providing access to both enantiomers of useful 5-membered cyclic sulfamides in a highly enantioenriched form. Also disclosed are catalysts useful in these processes. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.

    专利号:US-8759555-B2
    优先权日:2004-03-18
    标 题:Stereoselective synthesis of vitamin D analogues
    发明人:SABROE THOMAS PETER; CALVERLEY MARTIN JOHN
    权利人:SABROE THOMAS PETER; CALVERLEY MARTIN JOHN; LEO PHARMA AS
    摘要:The present invention relates to intermediates useful for the synthesis of calcipotriol or calcipotriol monohydrate, to methods of producing said intermediates, and to methods of stereoselectively reducing said intermediates.

    专利号:US-10059653-B2
    优先权日:2015-01-20
    标 题 :Process for the preparation of indanamine derivatives and new synthesis intermediates
    发明人:BERTOLINI GIORGIO; CEREA PAOLANGELO; COLLI CORRADO; FELICIANI LAZZARO; GASSA FEDERICO; BIANCHI ALDO; COLOMBO FEDERICA; MAIORANA STEFANO; NISIC FILIPPO
    权利人:LABORATORIO CHIMICO INT S P A; OLON SPA
    摘要: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):

    专利号:US-6906046-B2
    优先权日:2000-12-22
    标题 :Pharmaceutical uses and synthesis of benzobicyclooctanes
    发明人:JACKSON RANDY W; DARWISH IHAB; BAUGHMAN TED A; HOWBERT J JEFFRY
    权利人:CELLTECH R & D INC
    摘要:Benzobicyclooctane compounds, their use in inhibiting cellular events involving TNF-α and IL-8, and in the treatment of inflammation events in general; a combinatorial library of diverse bicyclooctanes and process for their synthesis as a library and as individual compounds.

    专利号:US-7199274-B2
    优先权日:2002-10-22
    标 题:Preparation of substituted indenes
    发明人:SCHULTE JOERG; SCHOTTEK JOERG; FISCH LOTHAR
    权利人:BASELL POLYOLEFINE GMBH
    摘要:The present invention relates to a simple process for preparing specifically substituted indenes of the formula (I) or (Ia) n nto compounds of the formula (II) serving as starting materialsn n nand to the use of the compounds of the formula (II) as starting materials for the synthesis of substituted indenes.

    专利号:US-2004110228-A1
    优先权日:2002-04-01
    标 题:Combinatorial organic synthesis of unique biologically active compounds
    发明人:MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
    摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.
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    主要参考文献

    [参考文献]: Abdulaziz A Al-Saadi, Et Al. Spectroscopic And Computational Studies Of The Intramolecular Hydrogen Bonding Of 2-Indanol. J Phys Chem A. 2006 Nov 9;110(44):12292-7.
    [参考文献]: Giuliana Donadio, Et Al. The Toluene O-Xylene Monooxygenase Enzymatic Activity For The Biosynthesis Of Aromatic Antioxidants. Plos One. 2015 Apr 27;10(4):E0124427.

    合成参考文献


    摘要:Li, H.; Wang, Y.; Liu, Q., Science of Synthesis: Base-Metal Catalysis, (2023) 2, 511.
    摘要:Arimitsu, S.; Cahard, D., Science of Synthesis: Modern Strategies in Organofluorine Chemistry , (2024) 1, 28.
    摘要:Xu, C.; Shao, X.; Shen, Q., Science of Synthesis: Modern Strategies in Organofluorine Chemistry , (2024) 1, 59.
    摘要:Bertrand, X.; Paquin, J.-F., Science of Synthesis: Modern Strategies in Organofluorine Chemistry, (2025) 2.
    参考文献:10.1063/1.2201747
    摘要:He Y, Kong W. Resonantly enhanced multiphoton ionization and zero kinetic energy photoelectron spectroscopy of 2-indanol conformers. J Chem Phys. 2006 May 28;124(20):204306. doi: 10.1063/1.2201747.
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