CAS: 4098-06-0; (2R,3R,4R)-2-(Acetoxymethyl)-3,4-Dihydro-2H-Pyran-3,4-Diyl Diacetate

该化合物是属于碳水化合物类的一种化学化合物,特别是星光衍生物的衍生物,其特征是,有三组乙酰基体附于星光分子的氢氧基分子组,这增强了其稳定性和有机溶剂中的溶解性.该化合物一般是白色至白色的晶状固体,可溶于甲醇和乙醇等极地溶剂中.三-O-乙基-D-藻类经常用于有机合成和碳水化合物化学,作为中间体,用于制作更复杂的藻类和寡头藻类.其发酵作用改变了羟基分子组的再活动,使之对各种化学变异有用.此外,由于存在可使用极地测量法分析的甘蓝藻的气候,它可能显示特定的光学活动.

结构式图片

相似化合物

2873-29-2 21193-75-9 13265-84-4

上下游产品

CAS号3068-32-4 2,3,4,6-四乙酰氧基-a... | CAS号4163-60-4 β-D-半乳糖五乙酸酯 | CAS号116050-49-8 2-pyridyl 3,4,6... | CAS号14227-87-3 2,3,4,6-四邻乙酰基-a... | CAS号3646-73-9 galactose | CAS号108-24-7 乙酸酐 | CAS号10257-28-0 D-吡喃葡萄糖 | CAS号25878-60-8 1,2,3,4,6-D-葡萄糖五乙酸酯 | CAS号21193-75-9 D-半乳糖烯 | CAS号36476-29-6 4-甲基伞形酮基2-乙酰氨基-... | CAS号149625-80-9 (3aR,4R,7aR)-4-... | CAS号201053-38-5 4-O-乙酰基-3,6-二-O... | CAS号87316-22-1 6-O-(叔丁基二苯基甲硅烷基... | CAS号80040-79-5 3,4,6-三邻苄基半乳醛 | CAS号81928-98-5 1,5-Anhydro-4,6... | CAS号67817-30-5 1,3,4,6-四-O-乙酰基... | CAS号75669-79-3 甲基2-乙酰氨基-2-脱氧-3... | CAS号21193-75-9 D-半乳糖烯

合成工艺路线路线简述

  • 合成目标产物 3,4,6-Tri-O-Acetyl-D-Galactal 主要起始原料 2,3,4,6-Tetra-O-Acetyl-Alpha-D-Galactopyranosyl Bromide
  • (文献来源)合成步骤主要原料 2,3,4,6-Tetra-O-Acetyl-Alpha-D-Galactopyranosyl Bromide
Beta-D-半乳糖五乙酸酯置于氢溴酸,氯化铵,锌体系中,用 二氯甲烷,溶剂黄146,乙腈 作为反应溶剂,化学反应 5.0H,反应生成 D-三乙酰半乳糖烯
参考文献:Efficient And Reproducible Synthesis Of An Fmoc-Protected Tn Antigen
标题:Efficient And Reproducible Synthesis Of An Fmoc-Protected Tn Antigen
摘要:固相肽合成所需的糖蛋白共轭物可通过钯介导的糖基化反应进行可扩展获取.
DOI:10.1039/d1Nj01173A

海关参考信息

专利信息


专利号:WO-2010103857-A1
优先权日:2009-03-12
标 题 :Method for solid-phase synthesis of glycopeptide using silicon-containing protecting group and synthesis device
发明人:NISHIMURA SHIN-ICHIRO; SHIMAWAKI KEN
权利人:UNIV HOKKAIDO NAT UNIV CORP; NISHIMURA SHIN-ICHIRO; SHIMAWAKI KEN
摘要:Disclosed are a novel method for the synthesis of a glycopeptide by which glycopeptides of various types can be deprotected and excised from a resin, each under weakly acidic to weakly basic conditions, without causing the problems of the epimerization of an amino acid at the a-position and the ß-elimination of a sugar residue; a synthesis device therefor; and a synthesis intermediate to be used in synthesizing a glycopeptide. Specifically disclosed are a method for the solid-phase synthesis of a glycopeptide which comprises a step for obtaining a glycopeptide derivative wherein the N-terminus is protected, the C-terminus is immobilized to a solid phase via a silicon linker, and a reactive group carried by a sugar residue and a reactive group carried by an amino acid side chain constituting a peptide are protected by silicon-containing groups, and a step for obtaining the glycopeptide by deprotecting said glycopeptide derivative and releasing the same from the solid phase by treating the glycopeptide derivative with an agent for removing the silicon-containing groups and the silicon linker; a synthesis intermediate to be used in the step for obtaining the glycopeptide derivative in the aforesaid method; and a device for the solid-phase synthesis of a glycopeptide.

专利号:WO-9102739-A1
优先权日:1989-08-11
标题:Synthesis of glycosides having predetermined stereochemistry
发明人:DANISHEFSKY SAMUEL J
权利人:UNIV YALE
摘要:Methods of stereoselectively preparing a substituted 1,2-anhydrosugar wherein a substituted glycal is converted into a 1,2-anhydrosugar that is utilized to glycosylate a hydroxyl group containing glycal, are disclosed. Methods of preparing a saccharide multimer wherein a nucleophile is reacted with a substituted 1,2-anhydrosugar having a plurality of non-participating substituents, are disclosed. In addition, methods of preparing stereospecific halo-substituted saccharide multimers by haloglycosylation of a glycosyl donor substituted glycal and a glycosyl acceptor glycal derivative in the absence of water and in the presence of a halonium ion, are disclosed. Methods of preparing stereospecific particle-linked halo-substituted saccharide multimers, by haloglycosylation of a particle-linked nucleophilic hydroxyl group with a substituted glycal and a halonium ion, are also disclosed.

专利号:US-4362720-A
优先权日:1977-04-14
标题:Synthesis of 2-amino-2-deoxyglycoses and 2-amino-2-deoxyglycosides from glycals
发明人:LEMIEUX RAYMOND U; RATCLIFFE R MURRAY
权利人:CHEMBIOMED LTD
摘要:O-acetylated glycals react with ceric ammonium nitrate in the presence of sodium azide to provide, in good yield, O-acetylated 2-azido-2-deoxy glycosyl nitrates. These nitrates can be used to prepare 2-amino-2-deoxy sugars, such as D-galactosamine and lactosamine. The O-acetylated 2-azido-2-deoxy glycosyl nitrates can alternately be converted to O-acetylated 2-azido-2-deoxy glycosyl halides which are useful in the preparation of O-acetylated 2-azido-2-deoxy glycosides, which in turn can be reduced to 2-amino-2-deoxy glycosides. Of particular interest are the syntheses of 2-amino-2-deoxy glycosides which correspond to the terminal units of the antigenic determinant for the human A blood group. Attachment of these glycosides to a solid support provides immunoabsorbents which efficiently and preferentially absorb anti-A antibodies from blood plasma.

专利号:US-4308376-A
优先权日:1977-04-14
标 题 :Synthesis of 2-amino-2-deoxyglycoses and 2-amino-2-deoxyglycosides from glycals
发明人:LEMIEUX RAYMOND U; RATCLIFFE R MURRAY
权利人:CHEMBIOMED LTD
摘要:O-acetylated glycals react with ceric ammonium nitrate in the presence of sodium azide to provide, in good yield, O-acetylated 2-azido-2-deoxy glycosyl nitrates. These nitrates can be used to prepare 2-amino-2-deoxy sugars, such as D-galactosamine and lactosamine. The O-acetylated 2-azido-2-deoxy glycosyl nitrates can alternately be converted to O-acetylated 2-azido-2-deoxy glycosyl halides which are useful in the preparation of O-acetylated 2-azido-2-deoxy glycosides, which in turn can be reduced to 2-amino-2-deoxy glycosides. Of particular interest are the syntheses of 2-amino-2-deoxy glycosides which correspond to the terminal units of the antigenic determinant for the human A blood group. Attachment of these glycosides to a solid support provides immunoabsorbents which efficiently and preferentially absorb anti-A antibodies from blood plasma.

专利号:US-4935503-A
优先权日:1988-05-05
标题:Azidochlorination and diazidization of glycals
发明人:NAICKER SELVARAJ; NOUJAIM ANTHONY A
权利人:BIOMIRA INC
摘要:The invention describes a one-pot single step procedure for the azidochlorination or diazidization of glycals, including glycal elements of carbohydrates. Compounds such as 3,4,6-tri-O-benzyl-2-azido-2-deoxy-alpha-D-galactopyranosy chloride, and 3,4,6-tri-O-benzyl-2-azido-2-deoxy-alpha-,beta-D-galactopyranose are prepared from tri-O-benzyl galactal as well as 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-alpha-galactopyranasol chloride and 3,6-di-O-acetyl-4-O-[2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl]-2-azido-2-deoxy-alpha-D-glycopyranosyl chloride from their respective O-acetylated glycal derivatives by the addition of azido chloride which is chemically generated in situ. A method using 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride for the synthesis of antigenic determinants such as the terminal asialo GM 1 (beta-D-Gal (1->3)-beta-D-GalNAc-OR) has been demonstrated. The conversion of the subject synthon into 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide and 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranose is also described. A further method for the synthetic generation of the Tn antigen (alpha-D-GalNAc-O-L-serine) is also described.

专利号:US-5770407-A
优先权日:1996-12-10
标题:Process for preparing nucleotide inhibitors of glycosyltransferases
发明人:WONG CHI-HUEY; HAYASHI TAKASHI
权利人:SCRIPPS RESEARCH INST
摘要:Nucleotide linked 2-deoxy-2-fluoroglycosides are employed as potent competitive inhibitors of glycosyltransferases. More particularly, uridine-5'-diphospho-2-deoxy-2-fluoro-galactose (UDP-2F-Gal), guanidine-5'-diphospho-2-deoxy-2-fluoro-L-fucose (GDP-2F-Fuc), uridine-51-diphospho-2-deoxy-2-fluoro-D-glucose (UDP-2F-Glu), guanosine-5'-diphospho-2-deoxy-2-fluoro-D-mannose (GDP-2F-Man), cytosine-5'-monophospho-2-deoxy-2-fluoro-D-sialic acid, and cytosine-5'-monophospho-2-deoxy-2-KDO may be employed as inhibitors of β-1,4-galactosyltransferase, α-1,3-fucosyltransferase, glucosyltransferases, N-acetylglucosaminyltransferases, (α-mannosyltransferases, α-sialyltransferases, and KDO-transferases, respectively. Synthesis of nucleotide-linked-2-deoxy-2-fluoroglycosides is achieved using either chemoenzymatic or chemical methodologies.
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✅ COA系统入驻 | 共享模式

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摘要:Agrahari, A. K.; Mishra, A.; Tiwari, V. K., Science of Synthesis, (2021) , 136.
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