二异丙胺置于三乙胺,三氯化磷体系中,用 乙醚 用作溶剂,化学反应 12.0H,反应生成双(二异丙基氨基)(2-氰基乙氧基)膦 参考文献:New Approach To The Synthesis Of Deoxyribonucleoside Phosphoramidite Derivatives 标题:New Approach To The Synthesis Of Deoxyribonucleoside Phosphoramidite Derivatives 摘要:在磷上具有各种保护基团的脱氧核糖核苷磷酰胺,以双(二异丙基氨基)氯膦作为新的磷酰化剂,无需分离双(二异丙基氨基)烷氧基膦,即可在一锅反应中快速制备,且收率非常好. Doi:10.1246/cl.1986.1401
专利信息
专利号:US-2025313590-A1 优先权日:2024-03-16 标题:Phosphoramidite morpholino monomers towards synthesis/convergent synthesis of PMO, TMO, their chimera oligos in 5 prime to 3 prime direction 发明人:SINHA SURAJIT; GHOSH ATANU; BANERJEE ARPAN 权利人:INDIAN ASS FOR THE CULTIVATION OF SCIENCE 摘要:The present invention relates to 5′-morpholino amidite monomers as 5′-CE/5′- t Bu phosphoramidite morpholino monomers (2) and process chemistry for the efficient synthesis of N-Trityl or monomethoxytrityl (MMTr)-protected 5′-morpholino amidite monomers and their use in the synthesis of phosphorodiamidate morpholino oligonucleotides (PMO), thiophosphoramidate morpholino oligonucleotides (TMO) and their chimeras which can be used for antisense technology or in general oligonucleotides related research.
专利号:EP-0422090-B1 优先权日:1988-06-20 标 题:Derivatives of nucleosides which may be used for the synthesis of marked oligonucleotides, and oligonucleotides obtained from these derivatives and their synthesis 摘要:A nucleoside derivative which may be used for the synthesis of oligonucleotides of the formula (I), in which: R1 represents a hydrogen atom or an unstable radical in an acid medium suitable for nucleotide synthesis; R2 represents a hydrogen atom or a protective radical, a functional radical or a support which may be used for nucleotide synthesis; R3 represents a hydrogen atom, the hydroxyl radical or a protected hydroxyl radical; and B represents a radical derived from a puric or pyrimidic base comprising an exocyclic NH2 group substituted by an R4Z group where R4 represents a single bond or a hydrocarbonated radical and Z is a marker element.
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:US-11938187-B2 优先权日:2021-06-10 标题:Methods and compositions for synthesis of two-photon cleavable phosphoramidite molecules for oligonucleotide conjugation 发明人:LO PEGGY PIK KWAN; LIU LING SUM; TAM DICK YAN 权利人:UNIV CITY HONG KONG 摘要:The syntheses of two phosphoramidite building blocks based on BNSF and BNSMB structures are disclosed. Furthermore, some common molecular intermediates have been designed and linked to the central biphenyl core of the two molecules, resulting in a versatile and cost-effective design. These compounds can be effectively introduced to DNA oligonucleotides via the well-established standard cyanoethylphosphoramidite chemistry on the nucleic acid synthesizer. Fragmentation of these BNSF- and BNSMB-functionalized DNA strands is achieved by both one-photon and two-photon photolysis of photoliable bonds of [2-(2-nitrophenyl)propoxy]carbonyl groups on BNSF and BNSMB molecules respectively, resulting in two short pieces of single-stranded DNAs. The versatile design and facile synthesis of these two-photon photocleavage phosphoramidite molecules are beneficial to synthetic chemists and photochemists for the development of new caged compounds which enables to introduce into oligonucleotides as light-triggered carriers via solid-phase synthesis for a wide range of applications in materials science, polymer, chemistry, biology and DNA nanoecthnology.
专利号:US-2004152905-A1 优先权日:2003-01-31 标题:Universal building blocks and support media for synthesis of oligonucleotides and their analogs 发明人:GUZAEV ANDREI P; MANOHARAN MUTHIAH 摘要:Compounds for the synthesis of oligomeric compounds, particularly oligonucleotides and chemically modified oligonucleotide analogs, are provided. In addition, methods for functionalization of a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.
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.
[参考文献]: Arvind Misra, Et Al. Synthesis And Fluorescence Studies Of Multiple Labeled Oligonucleotides Containing Dansyl Fluorophore Covalently Attached At 2'-Terminus Of Cytidine Via Carbamate Linkage. Bioconjug Chem. 2004 May-Jun;15(3):638-46. [参考文献]: Christoph Rosenbohm, Et Al. Lna Guanine And 2,6-Diaminopurine. Synthesis, Characterization And Hybridization Properties Of Lna 2,6-Diaminopurine Containing Oligonucleotides. Bioorg Med Chem. 2004 May 1;12(9):2385-96. [参考文献]: J Nielsen, Et Al. Application Of 2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphorodiamidite For In Situ Preparation Of Deoxyribonucleoside Phosphoramidites And Their Use In Polymer-Supported Synthesis Of Oligodeoxyribonucleotides. Nucleic Acids Res. 1986 Sep 25;14(18):7391-403. [参考文献]: Jonathan K Watts, Et Al. 2'-Fluoro-4'-Thioarabino-Modified Oligonucleotides: Conformational Switches Linked To Sirna Activity. Nucleic Acids Res. 2007;35(5):1441-51. [参考文献]: Lubomir V Nechev, Et Al. Dna Adducts Of Acrolein: Site-Specific Synthesis Of An Oligodeoxynucleotide Containing 6-Hydroxy-5,6,7,8-Tetrahydropyrimido[1,2-A]Purin-10(3H)-One, An Acrolein Adduct Of Guanine. Chem Res Toxicol. 2002 May;15(5):607-13.
合成参考文献
参考文献:10.1007/978-1-61779-188-8_3 摘要:Hari Y, Kodama T, Imanishi T, Obika S. 2'-O,4'-C-methyleneoxymethylene bridged nucleic acids (2',4'-BNA(COC)). Methods Mol Biol. 2011;764():31–57. doi: 10.1007/978-1-61779-188-8_3.