CAS: 17241-59-7; 2-(Hydroxymethyl)Anthracene-9,10-Dione

该化合物是一种功能化的炭疽衍生物,其特点是在炭疽-9, 10-dione 核心的2 位置上存在一个水氧化甲基组,这增加了其溶解性和再活性,使它成为有机合成和染色化学的多用途中间体.该化合物在可见频谱中表现出很强的吸收作用,在光化应用中具有实用性.该化合物的氢氧化甲基组允许进一步衍生,从而能够合成更为复杂的结构.该产品对材料科学和制药研究感兴趣,因为它稳定的五类框架和量身定制的功能化潜力.由于对光和氧化的敏感性,建议进行适当的处理.

结构式图片

上下游产品

2-(chloromethyl)anthracene-9,10-dione -9,10-anthracenedione2-(ethanoyloxy)methyl-9,10-anthracenedione ethanol 2-formyl-9,10-anthraquinone 4-Benzyloxycarbonylamino-butyric acid 9,10-dioxo-9,10-dihydro-anthracen-2-ylmethyl ester p-Toluolsulfonsaeure- antraquinone2-((tert-butyldiphenylsilyl)oxy)methylantraquinone 2-anthraquinonylmethyl 4'-nitrophenylcarbonate

合成工艺路线路线简述

    2-溴甲基蒽醌置于calcium Carbonate体系中,用 1,4-二氧六环,水 用作溶剂,化学反应生成2-羟甲基蒽醌
    参考文献:用时间分辨光谱揭示蒽醌-2-基甲氧基羰基笼统的醇的光脱保护机理
    标题:用时间分辨光谱揭示蒽醌-2-基甲氧基羰基笼统的醇的光脱保护机理
    摘要:蒽醌(aq)化合物已被用作光不稳定的保护基(ppg),以保护醇,酮和羧酸.然而,由于缺乏与脱保护反应有关的过渡物种和中间体的直接光谱信息,这些系统的光致释放机理仍然是很大程度上未知的.在这项贡献中,我们详细介绍了使用蒽醌保护的半乳糖(1)和腺苷(2)进行的时间分辨光谱研究,以研究这类aq-Ppg的光脱保护反应机理.发现在thf-H 2 O溶剂中,生成1和2的酮基自由基种类被发现是反应性中间体,然后形成二羟基蒽物质.然后伴随脱羧过程发生光脱保护.这些结果使人们对aq-Ppg的工作原理有了更深入的了解,并将有助于协助选定的蒽醌衍生物作为ppg平台的设计和应用,特别是在与生物系统更相关的水性环境中.
    Doi:10.1021/acs.Joc.8B02252

    海关参考信息

    专利信息


    专利号:US-6531591-B1
    优先权日:1999-07-07
    标 题 :Synthesis of stable quinone and photoreactive ketone phosphoramidite reagents for solid phase synthesis of photoreactive-oligomer conjugates
    发明人:FENSHOLDT JEF
    权利人:EXIQON AS
    摘要:Quinone phosphoramidite reagents as well as photoreactive ketone phosphoramidite reagents, such as anthraquinone phosphoramidite reagents and benzophenone phosphoramidite reagents were synthesized and used for the solid phase synthesis of photoreactive-oligonucleotide conjugates. These phosphoramidite reagents are stable, suitable for large-scale synthesis and designed for automated solid phase synthesis of oligomers terminating in a photoreactive moiety.

    专利号:EP-1202998-B1
    优先权日:1999-07-07
    标 题 :Synthesis of stable quinone and photoreactive ketone phosphoramidite reagents for solid phase synthesis of photoreactive-oligomer conjugates
    发明人:FENSHOLDT JEF
    权利人:EXIQON AS
    摘要:Quinone phosphoramidite reagents as well as photoreactive ketone phosphoramidite reagents, such as anthraquinone phosphoramidite reagents and benzophenone phosphoramidite reagents were synthesized and used for the solid phase synthesis of photoreactive-oligonucleotide conjugates. These phosphoramidite reagents are stable, suitable for large-scale synthesis and designed for automated solid phase synthesis of oligomers terminating in a photoreactive moiety.

    专利号:US-6596884-B2
    优先权日:1998-06-29
    标 题:Synthesis of hydrogen peroxide
    发明人:BECKMAN ERIC J; HANCU DAN
    权利人:UNIV PITTSBURGH
    摘要:A method for synthesizing hydrogen peroxide comprises the steps of: synthesizing an analog of anthraquinone that is miscible or soluble in carbon dioxide; reacting the analog of anthraquinone with hydrogen in carbon dioxide to produce a corresponding analog of tetrahydroquinone; and reacting the analog of tetrahydroquinone with oxygen to produce the hydrogen peroxide and regenerate the analog of anthraquinone. A chemical compound having the formula: n wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are independently, the same or different, H, R C , or R S R C , wherein R S is a spacer group and R C is a fluoroalkyl group, a fluoroether group, a silicone group, an alkylene oxide group, a fluorinated acrylate group, or a phosphazine group, and wherein at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 is not H.

    专利号:US-7301041-B2
    优先权日:2002-02-14
    标 题:Bi-functional metallocenes, preparation process and use in the labeling or biological molecules
    发明人:CHAIX-BAUVAIS CAROLE; MOUSTROU CORINNE; NAVARRO AUDE-EMMANUELLE; BRISSET HUGUES; GARNIER FRANCIS; MANDRAND BERNARD; SPINELLI NICOLAS
    权利人:BIO MERIEUX
    摘要:The invention relates to bi-functionalised metallocenes of general formula (I) where Me=a transition metal, preferably chosen from Fe, Ru and Os, Y and Z, when identical are selected from —(CH 2 ) n —O—, (CH 2 )—O—[(CH 2 ) 2 —O] P — and —(CH 2 ) q —CONH—(CH 2 ) r —O—, or Y=—(CH 2 ) S —NH— and Z=—(CH 2 ) t —COO—, n =a whole number from 3 to 6 inclusive, p=a whole number from 1 to 4 inclusive, q=a whole number from 0 to 2 inclusive, r=a whole number from 0 to 2 inclusive, s=a whole number from 2 to 5 inclusive, t=a whole number from 3 to 6 inclusive, R and R′=H atoms or are protective groups used in oligonucleotide and peptide synthesis, where at least one of R or R′ is protective group used in oligonucleotide and peptide synthesis and R and R′ are as defined below: (i) when Z and Y are selected from (CH 2 ) n —O—, —(CH 2 )—O—[(CH 2 ) 2 —O] p — and —(CH 2 ) q —CONH—(CH 2 ) r —O—, then R and R′ are protective groups used in oligonucleotide synthesis and R is a group which can leave a free OH group after deprotection, preferably a photolabile group such as monomethroxythoxytrityl, dimethoxytrityl, t-butyldimethylsilyl, acetyl or trifluroacetyl, and R′ is a phosphorylated group which can react with a free OH, preferably a phosphodiester, phosphoramidite or H-phosphonate and (ii) when Y=—(CH 2 ) s —NH— and Z=—(CH 2 ) t —COO—, then R is a protective group used in the synthesis of peptides and is an amino-protecting group, preferably 9-fluorenyloxycarbonyl, t-butoxycarbonyl or benzyloxycarbonyl and R′=H. The above is applied in marking.

    专利号:EP-1202998-A1
    优先权日:1999-07-07
    标题:Synthesis of stable quinone and photoreactive ketone phosphoramidite reagents for solid phase synthesis of photoreactive-oligomer conjugates

    专利号:DE-60006680-T2
    优先权日:1999-07-07
    标题 :SYNTHESIS OF STABLE CHINONE- AND PHOTOREACTIVE KETONE-PHOSPHORAMIDITE REAGENT FOR SOLID-PHASE SYNTHESIS OF PHOTOREACTIVE OLIGOMER CONJUGATES
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    合成参考文献


    参考文献:10.1007/bf01806208
    摘要:Szepeshazi K, Schally AV, Halmos G, Szoke B, Groot K, Nagy A. Effect of a cytotoxic analog of LH-RH (T-98) on the growth of estrogendependent MXT mouse mammary cancers: Correlations between growth characteristics and EGF receptor content of tumors. Breast Cancer Research and Treatment. 1996 Jun;40(2):129–39. doi: 10.1007/bf01806208.
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