CAS: 40635-67-4; 2-Acetoxyisobutyrylbromide

该化合物是一种多用途的乙酰试剂,通常用于有机合成和制药用途,其主要优点包括:作为乙基溴具有高度回活动性,能够有效地将2-乙氧基丁基质组引入目标分子;该化合物在聚合工艺中特别有用,例如原子转移激进聚合化(ATRP),由于它能够形成稳定的基体,因此是该化合物的启动者;其明确界定的结构确保了控制反应的一贯性;此外,乙氧基组提高了有机溶剂的溶性,便利了合成工作流程的处理;在无水条件下进行适当的储存对于保持其稳定性和再活性至关重要.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

2-acetoxy-2-methylpropanoyl chloride O-acetyl-α-hydroxyisobutyric acid (+)-methyl (3R,4S,5R)-3-bromo-4-acetoxy-5-hydroxy-1-cyclohexene-1-carboxylate -1,2,4a,11b-Tetrahydro-1-acetoxy-2-bromo-7-(phenylmethoxy)-6H-benzodioxolobenzopyran-6-one(+/-)-(1α,2β,4aα,11bα)-1,2,4a,11b-Tetrahydro-1-acetoxy-2-bromo-7-(phenylmethoxy)-6H-1,3benzodioxolo5,6-c1benzopyran-6-one -1,4,4a,11b-Tetrahydro-1-acetoxy-4-bromo-7-(phenylmethoxy)-6H-benzodioxolobenzopyran-6-one(+/-)-(1α,4α,4aα,11bα)-1,4,4a,11b-Tetrahydro-1-acetoxy-4-bromo-7-(phenylmethoxy)-6H-1,3benzodioxolo5,6-c1benzopyran-6-one amino>-3-phenylpropyl>-4-benzyloxazolidin-2-one(4S,5S,1'R,2'S)-5-1-acetoxy-2-(benzyloxy)carbonylamino-3-phenylpropyl-4-benzyloxazolidin-2-one

合成工艺路线路线简述

    2-乙酰氧基-2-甲基丙酸置于氯化亚砜,Lithium Bromide体系中,用 乙酸乙酯 作为反应溶剂,化学反应 4.0H,反应生成 2-乙酰氧基异丁酰溴
    参考文献:Nucleotides,Part Lix,Synthesis,Characterization,And Biological Activities Of New Potential Antiviral Agents: (2'-5')Adenylate Trimer Analogs Containing 3'-Deoxy-3'-(Hexadecanoylamino)Adenosine At The 2'-Terminus
    标题:Nucleotides,Part Lix,Synthesis,Characterization,And Biological Activities Of New Potential Antiviral Agents: (2'-5')Adenylate Trimer Analogs Containing 3'-Deoxy-3'-(Hexadecanoylamino)Adenosine At The 2'-Terminus
    摘要:Based Upon 3'-Amino-3'-Deoxyadenosine (15),Its Protected 3'-Hexadecanoylamino Derivative 22 Was Chosen As Starting Material For The Synthesis Of A Series Of New Modified 2'-5'-Adenylate Trimers 33-36 As Potential Antiviral Agents. All (2'-5')A Trimer Analogs 33-36 Inhibit Hiv-1 Replication As Measured By The Inhibition Of Syncytia Formation And Inhibition Of Hiv-1 Reverse Transcriptase Activity. Compound 34 Inhibits Hiv-1 Reverse Transcription By 100% And Subsequently Inhibits Expression Of Hiv-1 P24. However,Compound 35 Acts Differently,Since It Does Not Inhibit Hiv-1 Reverse Transcription,Hiv-1 Integrase,Or Hiv-1 P24 Expression. Therefore,35 Appears To Exert Its Inhibitory Effect At A Later Stage Of Hiv-1 Replication,I.E.,The Budding Process.
    DOI:10.1002/(Sici)1522-2675(19990407)82:4<597::Aid-Hlca597>3.0.Co;2-V

    海关参考信息

    专利信息


    专利号:US-7888337-B2
    优先权日:2007-08-31
    标 题 :Synthesis of oseltamivir containing phosphonate congeners with anti-influenza activity
    发明人:WONG CHI-HUEY; FANG JIM-MIN; SHIE JIUN-JIE; CHENG YIH-SHYUN EDMOND; JAN JIA-TSRONG
    权利人:ACADEMIA SINICA
    摘要:Novel phosphonate compounds are described. The compounds have activity as neuraminidase inhibitors against wild-type and H274Y mutant of H1N1 and H5N1 viruses. The present disclosure also provides an enantioselective synthetic route to known neuraminidase inhibitors oseltamivir and the anti-flu drug Tamiflu®, as well as novel phosphonate compounds, via D-xylose. Another efficient and flexible synthesis of Tamiflu and the highly potent neuraminidase inhibitor Tamiphosphor was also achieved in 11 steps and >20% overall yields from the readily available fermentation product (1S-cis)-3-bromo-3,5 -cyclohexadiene-1,2-diol. Most of the reaction intermediates were obtained as crystals without tedious purification procedures. The key transformations include an initial regio- and stereoselective bromoamidation of a bromoarene cis-dihydrodiol, as well as the final palladium-catalyzed carbonylation and phosphonylation.

    专利号:WO-9323413-A1
    优先权日:1992-05-13
    标 题:Synthesis of nucleotide monomers
    发明人:BEIGELMAN LEONID; MATULIC-ACADEMIC JASENKA
    权利人:RIBOZYME PHARM INC
    摘要:Methods for synthesis of 2',3'-dideoxycytidine, 2',3'-dideoxyguanosine, 2',3'-dideoxyadenosine, 2',3'-dideoxyinosine and 2',3'-dideoxyguanosine, and 3'-O-benzoyl-2'-deoxyribonucleoside.

    专利号:US-4900828-A
    优先权日:1988-05-12
    标 题:Intermediate compounds and an improved procedure for the synthesis of 2',3'-dideoxycytidine
    发明人:BELICA PETER S; HUANG TAI-NANG; MANCHAND PERCY S; PARTRIDGE JOHN J; TAM STEVE
    权利人:HOFFMANN LA ROCHE
    摘要:A method for the synthesis of 2',3'-dideoxycytidine comprising a novel procedure of bromoacetylating cytidine to yield novel intermediates which are subsequently reduced and hydrogenated by novel procedures to yield 2',3'-dideoxycytidine.

    专利号:US-9802953-B2
    优先权日:2007-10-03
    标 题 :Intermediates and methods for the synthesis of halichondrin B analogs
    发明人:CHASE CHARLES E; ENDO ATSUSHI; FANG FRANCIS G; LI JING
    权利人:EISAI R&D MAN CO LTD
    摘要:Methods of synthesizing intermediates useful for the synthesis of halichondrin B analogs are described.

    专利号:US-2004126792-A1
    优先权日:2002-09-18
    标 题 :Synthesis and applications of trinucleotide pCpCpA-3'-NH-aminoacyl derivatives
    发明人:ZHANG BILIANG
    摘要:The present invention relates to the synthesis of novel compounds for the inhibition of peptide synthesis in the ribosome. It also relates to improved methods for directly monitoring peptide bond formation in the ribosome. These compounds can be used for high throughput screening of proposed therapeutically active drug species (e.g., antibiotics) targeted to ribosomes.

    专利号:US-7109377-B2
    优先权日:1996-10-16
    标 题:Synthesis of combinatorial libraries of compounds reminiscent of natural products
    发明人:SCHREIBER STUART L; SHAIR MATTHEW D; TAN DEREK S; FOLEY MICHAEL A; STOCKWELL BRENT R
    权利人:HARVARD COLLEGE
    摘要:The present invention provides complex compounds reminiscent of natural products and libraries thereof, as well as methods for their production. The inventive compounds and libraries of compounds are reminiscent of natural products in that they contain one or more stereocenters, and a high density and diversity of functionality. In general, the inventive libraries are synthesized from diversifiable scaffold structures, which are synthesized from readily available or easily synthesizable template structures. In certain embodiments, the inventive compounds and libraries are generated from diversifiable scaffolds synthesized from a shikimic acid based epoxyol template. In other embodiments, the inventive compounds and libraries are generated from diversifiable scaffolds synthesized from the pyridine-based template isonicotinamide. The present invention also provides a novel ortho-nitrobenzyl photolinker and a method for its synthesis. Furthermore, the present invention provides methods and kits for determining one or more biological activities of members of the inventive libraries. Additionally, the present invention provides pharmaceutical compositions containing one or more library members.
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    合成参考文献


    参考文献:10.1134/s1068162025601144
    摘要:Arnautova AO, Antonov KV, Zorina EA, Simonova MA, Paramonov AS, Zhukova OS, Kiselevskiy MV, Kayushin AL, Fateev IV, Dorofeeva EV, Eletskaya BZ, Berzina MY, Smirnova OS, Egorova TV, Esipov RS, Miroshnikov AI, Konstantinova ID. 2-Fluorocordycepin: Chemoenzymatic Synthesis and Study of Anticancer Activities In Vitro. Russ J Bioorg Chem. 2025 Jun;51(3):1189–205. doi: 10.1134/s1068162025601144.
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