CAS: 3041-16-5; 1,4-Dioxan-2-One

该化合物是分子式C4H6O3的圆形酯(乳腺),是有机合成中多用途的中间体,因其在聚合反应作用中产生可生物降解聚酯,例如聚(1,4-二氧-2-1)(PPDO)的作用而特别受到重视;该复合体由于其松散的环形结构而表现出高度的反作用性,在受控制的条件下能够有效地打开环形聚合;其应用范围扩大到生物医学领域,包括可吸收的外形和药物运载系统,因为它的生物兼容性和水解降解性.

结构式图片

相似化合物

502-97-6 4480-83-5 57321-93-4

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(2-羟基乙氧基)乙酸 2-Hydroxyethoxyacetic Acid 13382-47-3
2-(2-甲氧基乙氧基)乙酸 2-(2-Methoxyethoxy)Acetic Acid 16024-56-9

合成工艺路线路线简述

    (2-羟基乙氧基)乙酸置于氢溴酸,碳酸氢钠体系中,用104 G的收率获得1,4-二氧六环-2-酮
    参考文献:Synthesis And Characterization Of α,ω-Dihydroxy-Telechelic Oligo(P-Dioxanone)
    标题:Synthesis And Characterization Of α,ω-Dihydroxy-Telechelic Oligo(P-Dioxanone)
    摘要:1,4-二氧六烷-2-酮的均聚物(pdo)被广泛认为是一种成熟的生物材料,特别适用于可降解的外科缝合线.本文介绍了一种基于pdo的明确的α,ω-二羟基端基聚合物.Pdo通过改良的文献方法一步合成,产率为50-60%.该单体通过开环聚合在大体积中聚合成低聚物产品.聚合在无催化剂或有催化剂(氧化二丁基锡)的条件下进行,使用低分子量醇作为引发剂.低聚物的数平均分子量(mn)在1800 G.mol⁻¹到4200 G.mol⁻¹之间.它们可溶于1,2-二氯乙烷或氯仿,作为进一步反应的常见溶剂.所得到的端基聚合物的α,ω-二羟基功能通过maldi-Tof Ms和¹h NMR光谱进行了研究.在催化剂存在下的聚合反应中,产生了通过maldi-Tof Ms检测到的宏环副产物.端基聚合物呈半结晶性,其熔点tm在86 oc到95 oc之间,随着分子量的增加而升高.熔化焓δhm范围为67.7到82.3 J.g⁻¹.由可获得的明确端基低聚物作为起始材料所带来的合成机遇的一个例子是多嵌段共聚物,成功合成了由低聚(对二氧六烷)二醇,聚[(Rac-乳酸)-Ran-羟基乙酸]二醇与三甲基己二异氰酸酯组成的多嵌段共聚物,重平均分子量mw在62000到149000 G.mol⁻¹之间.
    Doi:10.1039/b707104C

    海关参考信息

    专利信息


    专利号:US-5633342-A
    优先权日:1995-10-27
    标题:Method for the synthesis of environmentally degradable block copolymers
    发明人:VERSER DAN W; SCHILLING KEVIN H; CHEN XIAOMAO
    权利人:CHRONOPOL INC
    摘要:A method is provided for the synthesis of environmentally degradable block copolymers which includes the sequential polymerization of polymer-forming materials in the presence of one or more polymerization reaction accelerants and catalysts. The accelerants are a class of hydrogen-labile compounds which act as polymerization initiators and accelerate the polymerization rate significantly. The environmentally degradable block copolymers produced include those comprising segments of polymers of alkylene oxides, trimethylene carbonates, lactones and cyclic esters of hydroxycarboxylic acids.

    专利号:US-2010304368-A1
    优先权日:2006-09-20
    标 题:Components and method for enzymatic synthesis of nucleic acids
    发明人:CHERKASOV DMITRY; BAEUML ENGLEBERT; BAEUML ELISABETH
    权利人:CHERKASOV DMITRY; BAEUML ENGLEBERT; BAEUML ELISABETH
    摘要:Novel methods for enzymatic synthesis of nucleic acid chains and the substrates for the same are disclosed. The methods are based on a step-wise enzymatic reaction. The sequencing of nucleic acids is an example of the use of the claimed methods.

    专利号:WO-2009026961-A1
    优先权日:2007-08-30
    标 题:Processes for the preparation of pancratistatin and pancratistatin analogues
    发明人:ALONSO ALONSO RICARDO; OZORES VITURRO LIDIA; CAGIDE FAGIN FERNANDO; ORTIZ LARA JUAN CARLOS
    权利人:UNIV SANTIAGO COMPOSTELA; ALONSO ALONSO RICARDO; OZORES VITURRO LIDIA; CAGIDE FAGIN FERNANDO; ORTIZ LARA JUAN CARLOS
    摘要:Processes for the preparation of pancratistatin and pancratistatin analogues. The key step is the reaction of a 1,3-dioxan-5-one and a nitroolefine in the presence of an amine. The process may take place in an enantioselective way when a chiral amine is used. Reduction processes then give new and advanced intermediates that are useful for the preparation of pancratistatin or selected pancratistatin analogues. The reported process also provides a method for the efficient synthesis of nitroenals, starting materials of the synthesis. Analogues of pancratistatin are also provided.

    专利号:US-2024343859-A1
    优先权日:2021-10-06
    标题:Poly(ethylene brassylate-co-dioxanone) copolymers, method of synthesis and biomedical devices made therefrom
    发明人:KIESEWETTER MATTHEW; PICARD KASSIE; POTHUPITIYA JINAL; SALTZMAN W MARK
    权利人:UNIV OF RHODE ISLAND BOARD OF TRUSTEES; UNIV YALE
    摘要:Embodiments of the present invention comprises one or more of an article composed of a copolymer, a copolymer made from a process, and a process for the preparation of a copolymer composition by metal free enzyme ring-opening polymerization of a monomer composition comprising i) an ethylene brassylate monomer; ii) a 1-4 dioxan-2-one (DO); iii) lipase B from Candida antarctica (Novozyme® 435) and at an elevated temperature, processing the monomer reactants i) and ii) to a copolymer via ring-opening polymerization under solvent-free conditions and a nitrogen atmosphere in the absence of a metal and the presence of the lipase to produce a random EB-co-DO copolymer.

    专利号:US-2024425890-A1
    优先权日:2022-02-11
    标 题:Process for the synthesis of alpha-methylene-gamma-butyrolactone
    发明人:TADEN ANDREAS; BECK HORST; MYRTOLLARI KAMELA; KOURIST ROBERT; NIGL ANDREA
    权利人:HENKEL AG & CO KGAA
    摘要:The present application provides a process for the preparation of α-methylene-γ-butyrolactone, said process comprising the steps of:a) acetylating the C1-hydroxyl group of isoprenol to yield isoprenyl acetate;b) forming 4-acetoxy-2-methylene-butan-1-ol from said isoprenyl acetate by whole cell biotransformation, said step comprising:i) contacting a cell (CB) with a culture medium containing said isoprenyl acetate or with a culture medium contiguous with an organic phase containing said isoprenyl acetate under conditions that enable the cell to form 4-acetoxy-2-methylene-butan-1-ol from isoprenyl acetate; and,ii) optionally isolating the resultant 4-acetoxy-2-methylene-butan-1-ol, wherein said cell (CB) exhibits activity of at least one alkane monooxygenase enzyme which catalyzes the formation of 4-acetoxy-2-methylene-butan-1-ol from isoprenyl acetate;c) oxidizing said 4-acetoxy-2-methylene-butan-1-ol to yield 4-acetoxy-2-methylene butyric acid; and,d) converting said 4-acetoxy-2-methylene butyric acid to α-methylene-γ-butyrolactone by hydroxylysis to γ-hydroxy-α-methylenebutyric acid and subsequent cyclization of said γ-hydroxy-α-methylenebutyric acid.

    专利号:US-7851639-B2
    优先权日:2004-06-15
    标题 :Method for the production of a-(alpha-hydroxyalkyl)-1,3 dioxan-5-ones
    发明人:HAYAT NASIR; LANGE MEINOLF; LINK FRITZ; NEUHAUS CHRISTIANE; WESTERMANN BERNHARD
    权利人:GIRINDUS AG
    摘要:A process for the synthesis of compounds of general formulas n ncomprising the step of reactingn n nin the presence ofn n nwherein:n R=substituted or unsubstituted alkyl, aryl, heterocycles containing one or more O, N, S, P or B; R 1 and R 2 independently represent H, substituted or unsubstituted alkyl, aryl, heterocycles containing one or more O, N, S, P or B; R′=H, OH, OR or OSiX 3 , wherein X independently represent alkyl or aryl.
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    主要参考文献

    参考标题:Metal‐free Synthesis Of N ‐aryl Amides Using Organocatalytic Ring‐opening Aminolysis Of Lactones
    作者:Wusheng Guo,José Enrique Gómez,Luis Martínez‐rodríguez,Nuno A. G. Bandeira,Carles Bo,Arjan W. Kleij |发布日期:2017.5.9
    摘要:Catalytic Ring‐opening Of Bio‐sourced Non‐strained Lactones With Aromatic Amines Can Offer A Straightforward, 100 % Atom‐economical, And Sustainable Pathway Towards Relevant N‐aryl Amide Scaffolds. Herein, The First General, Metal‐free, And Highly Efficient N‐aryl Amide Formation Is Reported From Poorly Reactive Aromatic Amines And Non‐strained Lactones Under Mild Operating Conditions Using An Organic

    合成参考文献


    摘要:Sasano, Y.; Iwabuchi, Y., Science of Synthesis: Special Topics, (2022) 1, 338.
    摘要:Summary Tables of Biological Tests, National Research Council Chemical-Biological Coordination Center., 6(213), 1954
    摘要:Compound: Poly(p-dioxanone)
    参考文献:10.1023/b:pham.0000008052.25673.a9
    摘要:Bhattarai N, Bhattarai SR, Yi HK, Lee JC, Khil MS, Hwang PH, Kim HY. Novel polymeric micelles of amphiphilic triblock copolymer poly (p-dioxanone-co-L-lactide)-block-poly (ethylene glycol). Pharm Res. 2003 Dec;20(12):2021–7. doi: 10.1023/b:pham.0000008052.25673.a9.
    摘要:Peng Y, Chen X, Tian W. [Chemical synthesis of biodegradable poly-para-dioxanone and its application for mandibular fracture fixation]. Hua Xi Kou Qiang Yi Xue Za Zhi. 2003 Dec;21(6):425–7, 431.
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