专利号:US-12162849-B2 优先权日:2018-12-21 标题 :Synthesis of 3-methyl-1,2,4-thiadiazole-5-carbohydrazide or of the methyl-d3 deuterated form thereof 发明人:HOVEYDA HAMID; DUTHEUIL GUILLAUME 权利人:OGEDA SA 摘要:The present invention relates to a method of synthesis of compound (I), wherein R1 represents methyl or methyl-d3, thus corresponding to 3-methyl-1,2,4-thiadiazole-5-carbohydrazide or to the methyl-d3 deuterated form thereof. These compounds are useful as key intermediates in the synthesis of pharmaceutical compounds, especially fezolinetant and deuterated fezolinetant.
专利号:US-9475814-B2 优先权日:2011-10-03 标题:Chiral N-acyl-5,6,7(8-substituted)-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazines as selective NK-3 receptor antagonists, pharmaceutical composition, methods for use in NK-3 receptor mediated disorders and chiral synthesis thereof 发明人:HOVEYDA HAMID R; DUTHEUIL GUILLAUME; FRASER GRAEME L; ROY MARIE-ODILE; EL BOUSMAQUI MOHAMED; BATT FREDERIC 权利人:EUROSCREEN SA 摘要:The present invention relates to novel compounds of Formula I and their use in therapeutic treatments. The invention further relates to a novel chiral synthesis of 5,6,7,(8-substituted)-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazines using N-sp3 protective groups. The invention also provides intermediates for use in the synthesis of compounds of Formula I.
专利号:US-2014303363-A1 优先权日:2011-12-09 标题 :Preparation and Use of Isolactosamine and Intermediates therefor 发明人:HEDEROS MARKUS; RISINGER CHRISTIAN; BOUTET JULIEN; DEKANY GYULA 权利人:GLYCOM AS 摘要:The invention relates to providing isolactosamine (Galβ1-3GlcNH 2 , formula 1) and salts thereof in the form of either anomer or mixture thereof, as well as hydrates or solvates of the free base and salts thereof. The synthesis of isolactosamine and its use in the synthesis of lacto-N-biose containing oligosaccharides are also disclosed.
专利号:US-8431693-B2 优先权日:2004-04-05 标题:Process for desilylation of oligonucleotides 发明人:MANOHARAN MUTHIAH; JUNG MICHAEL F; RAJEEV KALLANTHOTTATHIL G; PANDEY RAJENDRA K; WANG GANG 权利人:MANOHARAN MUTHIAH; JUNG MICHAEL F; RAJEEV KALLANTHOTTATHIL G; PANDEY RAJENDRA K; WANG GANG; ALNYLAM PHARMACEUTICALS INC 摘要:The present invention relates to processes and reagents for oligonucleotide synthesis and purification. One aspect of the present invention relates to compounds useful for activating phosphoramidites in oligonucleotide synthesis. Another aspect of the present invention relates to a method of preparing oligonucleotides via the phosphoramidite method using an activator of the invention. Another aspect of the present invention relates to sulfur-transfer agents. In a preferred embodiment, the sulfur-transfer agent is a 3-amino-1,2,4-dithiazolidine-5-one. Another aspect of the present invention relates to a method of preparing a phosphorothioate by treating a phosphite with a sulfur-transfer reagent of the invention. In a preferred embodiment, the sulfur-transfer agent is a 3-amino-1,2,4-dithiazolidine-5-one. Another aspect of the present invention relates to compounds that scavenge acrylonitrile produced during the deprotection of phosphate groups bearing ethylnitrile protecting groups. In a preferred embodiment, the acrylonitrile scavenger is a polymer-bound thiol. Another aspect of the present invention relates to agents used to oxidize a phosphite to a phosphate. In a preferred embodiment, the oxidizing agent is sodium chlorite, chloroamine, or pyridine-N-oxide. Another aspect of the present invention relates to methods of purifying an oligonucleotide by annealing a first single-stranded oligonucleotide and second single-stranded oligonucleotide to form a double-stranded oligonucleotide; and subjecting the double-stranded oligonucleotide to chromatographic purification. In a preferred embodiment, the chromatographic purification is high-performance liquid chromatography.
专利号:US-6500944-B2 优先权日:1997-07-16 标题:Sulfurizing reagent: 3-aryl-1,2,4-dithiazoline-5-ones 发明人:ROY SAROJ K; TANG JIN-YAN 权利人:AVECIA BIOTECHNOLOGY INC 摘要:The invention relates to the chemical synthesis of oligonucleotides and to chemical entities useful in such synthesis. More particularly, the invention relates to sulfurization of the internucleotide linkages of oligonucleotides. The invention provides a process to synthesize new sulfur transfer reagents and a process for their use in sulfurizing oligonucleotides. The sulfur transfer reagents according to the invention are inexpensive to make, stable in storage and in solution, and highly efficient in sulfurization.
专利号:WO-2020128003-A1 优先权日:2018-12-21 标 题 :SYNTHESIS OF 3-METHYL-1,2,4-THIADIAZOLE-5-CARBOHYDRAZIDE OR OF THE METHYL-d3 DEUTERATED FORM THEREOF
参考标题:Efficient Synthesis Of 1,2,4-Dithiazolidine-3,5-Diones [dithiasuccinoyl-Amines] From Bis(Chlorocarbonyl)Disulfane Plus Bis(Trimethylsilyl)Amines 作者:Michael J. Barany,Robert P. Hammer,R. B. Merrifield,George Barany |发布日期:2005.1.1 摘要:Dithiasuccinoyl (Dts)-Amine, Serves As A Readily Removable Amino Protecting Group For Building Blocks Used In Syntheses Of Peptides, Glycopeptides, And Pna; It Is Also Useful As A Masked Isocyanate And (Inversely) As A Sulfurization Reagent For Trivalent Phosphorus. Bis(Chlorocarbonyl)Disulfane, The Two-Sulfur Analogue Of Succinyl Chloride, Has Been Envisioned As A Reagent For Facile Single-Step Elaboration Of The
合成参考文献
摘要:Koutentis, P. A.; Ioannidou, H. A., Science of Synthesis Knowledge Updates, (2010) 1, 296. 摘要:Pearson, R. J., Science of Synthesis Knowledge Updates, (2012) 2, 228. 摘要:Aitken, R. A.; Boubalouta, Y., Science of Synthesis Knowledge Updates, (2013) 4, 147. 摘要:Aitken, R. A.; Boubalouta, Y., Science of Synthesis Knowledge Updates, (2013) 4, 145. 摘要:Aitken, R. A.; Boubalouta, Y., Science of Synthesis Knowledge Updates, (2013) 4, 147.