CAS: 6205-69-2; 2-Acetamido-3,4,6-Tri-O-Acetyl-2-Deoxy-Beta-D-Glucopyranosylazide

上下游产品

2-isopropylidenamino-2-deoxy-β-D-glucopyranosyl azide acetic anhydride 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranosyl azide Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 2-N-acetylamido-2-deoxy-β-D-glucopyranosyl azide N-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)triphenylphosphine imide 2-acetamido-3,4,6-tri-O-acetyl-1-N-[1-benzyl-N-(benzyloxy)carbonyl-L-aspart-4-oyl]-2-deoxy-β-D-glucopyranosylamine N-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-Nα-(benzyloxycarbonyl)glycineamide

β-D-葡萄糖胺五乙酸酯置于iron(Iii) Chloride,叠氮基三甲基硅烷体系中,用 二氯甲烷 作为反应溶剂,化学反应 72.0H,以93%的收率获得产物2-乙酰氨基-3,4,6-三-O-乙酰基-2-脱氧-β-D-吡喃葡萄糖酰基叠氮化物
参考文献:Iron(Iii) Chloride As An Efficient Catalyst For Stereoselective Synthesis Of Glycosyl Azides And A Cocatalyst With Cu(0) For The Subsequent Click Chemistry
标题:Iron(Iii) Chloride As An Efficient Catalyst For Stereoselective Synthesis Of Glycosyl Azides And A Cocatalyst With Cu(0) For The Subsequent Click Chemistry
摘要:一种高效而温和的方法被开发出来,利用廉价的fecl3作为催化剂,实现了糖基β-过乙酸酯的叠氮糖基化反应,制备了1,2-反式糖基叠氮化合物.此外,我们首次证明了fecl3与铜粉的组合能够促进叠氮糖基与末端炔烃的1,3-偶极环加成反应(点击化学).在糖基叠氮化和随后的环加成反应过程中,均获得了非常好至优异的产率,并且仅形成单一的异构体.
DOI:10.1039/c1Cc13370E

专利信息

专利号:US-5756712-A
优先权日:1997-01-23
标题:Peptidodisaccharides as oligosaccharide mimetics
发明人：SABESAN SUBRAMANIAM
权利人:DU PONT
摘要:Methods are provided to replace the ether oxygen linkage of oligosaccharides with a peptide link, -NHC(O)-, where the nitrogen atom is linked to the anomeric carbon atom of the sugar. A new family of building blocks for combinational synthesis, peptidodisaccharides, is provided containing the peptide linkage. Synthesis is more facile than with the oxygen-linked carbohydrates; the resulting compounds are expected to be more stable to enzymatic and chemical hydrolysis and to be amenable to automated synthesis.

专利号:US-6462183-B1
优先权日:1997-02-28
标 题 :Protected aminosugars
发明人：TOTH ISTVAN; DEKANY GYULA; KELLAM BARRY
权利人:ALCHEMIA PTY LTD
摘要:The invention provides amine-protecting groups for use in solution phase or solid-phase oligosaccharide synthesis, in which a 2-substituted 1,3-dioxo compound is used to protect one or more primary amine groups of an aminosugar or gylycosylamine. The invention provides reagents, reagent kits, and methods for solution phase, solid-phase oligosaccharide synthesis.

专利号:US-9550001-B2
优先权日:2011-06-20
标 题 :Compositions, methods of synthesis and use of carbohydrate targeted agents
发明人：TWOROWSKA IZABELA; SIMS-MOURTADA JENNIFER; DELPASSAND EBRAHIM S
权利人:TWOROWSKA IZABELA; SIMS-MOURTADA JENNIFER; DELPASSAND EBRAHIM S; RADIOMEDIX INC
摘要:The invention provides D02S derivatives conjugated to monosaccharide ligands directly or through a linker and optionally chelated to a metal, wherein the D02S derivatives having the following structure: wherein R 1 ′, R 2 ′ are each independently —OH or —O-alkyl; R 1 is a hydrogen, a linker, or a ligand; R 3 is a linker and/or a ligand; and n is an integer from 1 to 10; the linker is an amino acid, a peptide, an amino alcohol, a polyethylylene glycol, an alkyl, an alkenyl, an alkynyl, an azide, an aromatic compound, a carboxylic acid, or an ester, the alkyl, alkenyl, or alkynyl is optionally substituted with an alkyl, a halogen, a nitro group, a hydroxyl group, an amino group, or a carboxyl group; the ligand is a GLUT1 targeting moiety.

专利号:US-2014228551-A1
优先权日:2011-06-20
标题 :Compositions, methods of synthesis and use of carbohydrate targeted agents