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CAS号542-90-5 硫氰酸乙酯

硫氰酸乙酯置于sodium Azide,Ammonium Chloride,十六烷基三甲基溴化铵体系中,用 水,甲苯 作为反应溶剂,化学反应 85.0H,以63%的收率获得产物5-(乙硫基)-1H-四唑
参考文献:使用相转移催化从硫氰酸酯制备 5-烷硫基和 5-芳基硫代四唑
标题:使用相转移催化从硫氰酸酯制备 5-烷硫基和 5-芳基硫代四唑
摘要:摘要 描述了一种从相应的烷基或芳基卤化物制备 5-烷基和 5-芳基硫代四唑的非常有效的方法.卤化物首先转化为硫氰酸盐,硫氰酸盐进一步与叠氮化物反应,通过 [2+3] 极性环加成反应生成相应的四唑.所有合成转化均在相转移催化条件下进行.除了制备 5-苄基硫代四唑外,产率从非常好到极好不等,其中硫氰酸苄酯与叠氮化物 [2+3] 环加成之间的反应与亲核取代竞争,以苄基叠氮化物作为产物.
DOI:10.1080/00397919808004905

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:US-12012427-B2
优先权日:2019-10-31
标 题 :Synthesis of Fmoc-protected morpholino monomers and their use in the synthesis of morpholino oligomer
发明人：SINHA SURAJIT; KUNDU JAYANTA; GHOSH UJJWAL
权利人:INDIAN ASS FOR THE CULTIVATION OF SCIENCE
摘要:Present invention relates to stable Fmoc protected Morpholino monomers and corresponding oligonucleotides (PMO) and efficient synthesis of the same involving chlorophosphoramidate and H-Phosphonate chemistry. Successful syntheses of the oligonucleotide with higher yield and lesser time have been accomplished employing solid phase synthesis and easy deprotection of Fmoc group with Piperidine.

专利号:US-7691316-B2
优先权日:2004-02-12
标 题:Devices and methods for the synthesis of nucleic acids
发明人：NGO NAM; JAQUINOD LAURENT; WANG HONG
权利人:CHEMISTRY & TECHNOLOGY FOR GEN
摘要:Cylindrical devices (frits) are prepared by embedding aminoalkyl- or mercaptoalkyl-modified Controlled Pore Glass (CPG) in high-density polyethylene. Methods and devices pertaining to their use in the synthesis of nucleic acids are described. A reusable synthesis column or a reusable 96-chamber synthesis plate have been designed to hold one to 96 of the said frits that are inserted reproducibly into the synthesis chambers with a frit insertor. A short gas surpressure is required to drive entry of chemical reagents into the said frit. Reagents are retained into the frit until a second, longer surpressure is applied to drain the said reagents.

专利号:US-8138330-B2
优先权日:2006-09-11
标 题 :Process for the synthesis of oligonucleotides
发明人：LEUCK MICHAEL; WOLTER ANDREAS; STUMPE ALFRED
权利人:LEUCK MICHAEL; WOLTER ANDREAS; STUMPE ALFRED; SIGMA ALDRICH CO LLC
摘要:The present invention discloses novel methods for the synthesis of oligonucleotides with nucleoside phosphoramidites on solid supports. The methods comprise the stepwise chain assembly of oligonucleotides on supports with 5′-acyl phosphoramidites. The synthesis cycles consist of a front end deprotection step which is conducted with a solution of a primary amine or a phenolate, a phosphoramidite coupling step with a 5′-acyl nucleoside phosphoramidite in the presence of an activator, a phosphite oxidation step and an optional capping step. The novel methods improve the quality of synthetic oligonucleotides due to the irreversibility of the front end deprotection step, which prevents the formation of deletion sequences, and due to the avoidance of acidic reagents in the synthesis cycles, which prevent the formation of depurination side products. The invention further discloses novel nucleoside phosphoramidite compositions wherein the phosphoramidites carry acyl front end protective groups which are cleavable with primary amines or phenolates. The invention is applicable to the synthesis of oligodeoxyribonucleotides, oligoribonucleotides and oligonucleotides with modifications in their sugar or phosphate groups.

专利号:US-8193384-B2
优先权日:2005-07-29
标 题 :Polymer-bound phosphitylating reagents for the synthesis of organophosphorus compounds
发明人：PARANG KEYKAVOUS; AHAMDIBENI YOUSEF
权利人:PARANG KEYKAVOUS; AHAMDIBENI YOUSEF; RHODE ISLAND EDUCATION
摘要:The synthesis and biochemical utility of modified oligonucleotides containing diphosphodiester internucleotide linkages. The synthesis of these compounds was carried out using diphosphitylating reagents. Oligonucleotides containing diphosphate diester bridges wherein said oligonucleotides are synthesized via a solid-phase synthesis strategy to form modified oligonucleotides. Diphosphitylating, triphosphitylating, tetraphosphitylating, β-triphosphitylating, bifunctional diphosphitylating, bifunctional triphosphitylating, and bifunctional tetraphosphitylating reagents wherein, the phosphorus atoms are linked together through oxygen, sulfur, amino, or methylene groups and/or are substituted with chlorine, diisopropylamine and cyanoethoxy groups.

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.