CAS: 13242-53-0; (2R,3R,4S,5S,6R)-2-(Acetoxymethyl)-6-Bromotetrahydro-2H-Pyran-3,4,5-Triyl Triacetate

该化合物是一种化学化合物,属于甘蓝表面类别,特别是曼诺糖的衍生物,其特点是一种由六人组成的循环糖结构,其特征为:六人组成的循环糖结构,其特点是:二溴原子和四乙基乙酰组附于氢氧氧基分子的第2,3,4和6位.该化合物通常用于有机合成和碳水化合物化学,特别是用于对甘蓝反应的研究中.其乙酸会增强有机溶剂的稳定性和溶性,使其在生物化学研究中的各种应用中有用.该溴组作为一个良好的遗留组,为核循环替代反应提供便利.与许多糖衍生物一样,它可能展示出其乳房中心特有的光学活动.在处理该化合物时,应采取安全防范措施,因为它可能会对健康造成典型的卤化有机化合物的健康风险.

结构式图片

上下游产品

CAS号4163-65-9 五乙酸α-D-甘露糖 | CAS号83-87-4 α,β-D-五乙酸葡萄糖 | CAS号3947-62-4 2,3,4,6-四-O-乙酰基... | CAS号530-26-7 D-甘露糖 | CAS号108-24-7 乙酸酐 | CAS号604-70-6 2,3,4,6-四-o-乙酰基... | CAS号73630-93-0 1-溴-N,N,2-三甲基丙-... | CAS号3254-16-8 3,4,6-三-O-乙酰基-a... | CAS号59571-75-4 а1,2-单甘露醇,а甲基糖苷 | CAS号3366-47-0 2,3,4,5-TETRA-O... | CAS号492-93-3 1,5-脱水甘露醇 | CAS号18968-05-3 (2S,3S,4R,5R,6R... | CAS号22860-22-6 (2R,3R,4S,5S,6S... | CAS号57884-82-9 2,3,4,6-tetra-O... | CAS号2873-29-2 三乙酰葡萄糖烯 | CAS号3682-06-2 (2,3,4,6-tetra-... | CAS号28140-37-6 1,2-O-(1-乙氧基亚乙基... | CAS号72028-62-7 甲基3-O-(aD-甘露糖吡喃...

合成工艺路线路线简述

  • 合成目标产物 2,3,4,6-Tetra-O-Acetyl-Alpha-D-Mannopyranosyl Bromide 主要起始原料 1,2,3,4,6-Penta-O-Acetyl-Alpha-D-Mannopyranose
  • (文献来源)合成步骤主要原料 1,2,3,4,6-Penta-O-Acetyl-Alpha-D-Mannopyranose
📜1,2,3,4,6-戊-O-乙酰-A-D-吡喃半乳糖置于三甲基溴硅烷体系中,用 二氯甲烷 用作溶剂,化学反应 72.0H,以93%的收率获得2,3,4,6-四-O-乙酰基-1-溴-Alpha-D-甘露糖
参考文献:Rapid Preparation Of Variously Protected Glycals Using Titanium(III)
标题:Rapid Preparation Of Variously Protected Glycals Using Titanium(III)
摘要:Glycosyl Chlorides And Bromides Can Be Rapidly Converted To Glycals In High Yield By Reaction With (Cp2Ti[iii]Cl)(2). This Reagent Tolerates A Wide Range Of Common Carbohydrate Protecting Groups,Including Silyl Ethers,Acetals,And Esters; The Methodology Provides A General Route For The Preparation Of Glycals Substituted With Both Acid-And Base-Labile Functionality. A Reaction Mechanism Is Proposed That Is Based On Heteroatom Abstraction To Give An Intermediate Glycosyl Radical. This Radical Reacts With A Second Equivalent Of Ti(III) To Yield A Glycosyltitanium(Iv) Species. P-Heteroatom Elimination From The Glycosyltitanium(Iv) Complex Gives The Glycal.
Doi:10.1021/jo982447K

海关参考信息

专利信息


专利号:US-5218097-A
优先权日:1988-12-07
标题:Process for the preparation of protected mono-sugar and oligo-sugar halides
发明人:ERNST BEAT
权利人:CIBA GEIGY CORP
摘要:The reaction of protected monosaccharides or oligosaccharides or protected monosaccharide and oligosaccharide derivatives containing an anomeric hydroxyl group with secondary α-haloenamines affords high yields of protected glycosyl halides, which are valuable intermediates for the introduction of sugar groups in the synthesis of oligosaccharides, glycolipids or glycopeptides.

专利号:US-6409990-B1
优先权日:1999-05-14
标 题:Macromolecular carrier for drug and diagnostic agent delivery
发明人:VERA DAVID R
权利人:UNIV CALIFORNIA
摘要:New macromolecular carriers for drugs and diagnostic agents are described that make use of the chemical attachment of new leashes to oligomeric backbone structures. The synthesis of these leashes and their facile creation, reaction and conjugation with chelators and ligands makes them ideal candidates for use in medicine, and especially diagnostics.

专利号:WO-03055887-A1
优先权日:2001-12-21
标 题:Conjugated porphyrin, chlorin or bacteriochlorin chromophore
发明人:BOYLE ROSS WILLIAM; GREENMAN JOHN
权利人:CATALYST BIOMEDICA LTD; BOYLE ROSS WILLIAM; GREENMAN JOHN
摘要:The invention provides a porphyrin, chlorin or bacteriochlorin chromophore, which chromophore comprises one conjugating meso substituent which comprises a conjugating group Z for covalently conjugating said chromophore to a protein so as to enable delivery of the chromophore to a selected biological target in vitro or in vivo, and one, two or three hydrophilic meso substituents, wherein the hydrophilicity of the chromophore is such that either on carrying out conjugation of said chromophore to said protein by way of incubating said chromophore and said protein for one hour under standard protein conjugation conditions in 10% DMSO/water buffered to pH 9, the percentage of non-covalently bound chromophore out of total protein-bound chromophore is 5% or less; or, where said protein is bovine serum albumin, on carrying out conjugation of said chromophore to said protein by way of incubating said chromophore and said protein for one hour under standard protein conjugation conditions in 10% DMSO/water buffered to pH 9, the percentage of non-covalently bound chromophore out of total protein-bound chromophore is 20% or less. The invention further provides methods for the synthesis of such chromophores, and methods for the use of such chromophores in therapy and in analysis.

专利号:US-4169197-A
优先权日:1977-09-06
标 题:6-Deoxyneamines aminoglycoside compounds
发明人:MAGERLEIN BARNEY J
权利人:UPJOHN CO
摘要:6-Deoxyneamine, 6-deoxy-5-epineamine, their 5-O-glycosyl derivatives, 6-deoxy-5-oxoneamine and the derivatives therefrom are useful as antibacterial agents and/or as intermediates in the synthesis of antibacterially active 6-deoxyneamines.

专利号:US-4232148-A
优先权日:1979-03-05
标题 :6-Deoxyneamines
发明人:MAGERLEIN BARNEY J
权利人:UPJOHN CO
摘要:6-Deoxyneamine, 6-deoxy-5-epineamine, their 5-0-glycosyl derivatives, 6-deoxy-5-oxoneamine and the derivatives therefrom are useful as antibacterial agents and/or as intermediates in the synthesis of antibacterially active 6-deoxyneamines.

专利号:US-4252970-A
优先权日:1977-09-06
标题:6-Deoxyneamines
发明人:MAGERLEIN BARNEY J
权利人:UPJOHN CO
摘要:6-Deoxyneamine, 6-deoxy-5-epineamine, their 5-0-glycosyl derivatives, 6-deoxy-5-oxoneamine and the derivatives therefrom are useful as antibacterial agents and/or as intermediates in the synthesis of antibacterially active 6-deoxyneamines.

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Large‐scale Synthesis Of Per‐O‐acetylated Saccharides And Their Sequential Transformation To Glycosyl Bromides And Thioglycosides
作者:Li‐cheng Huang,Pi‐hui Liang,Ching‐yang Liu,Chun‐cheng Lin |发布日期:2006.6
摘要:This Work Describes A Large‐scale Synthesis Of Per‐o‐acetylated Mono‐ And Disaccharides Using A Stoichiometric Amount Of Acetic Anhydride In The Presence Of Liclo4 Under Solvent‐free Conditions. The Peracetylated Saccharides Underwent Subsequent Anomeric Bromination And Thioglycosidation In One‐pot To Yield Synthetically Valuable Building Blocks.

合成参考文献


摘要:Schneider, C., Science of Synthesis, (2006) 24, 296.
摘要:Kryczka, B.; Lewkowski, J.; Zawisza, A., Science of Synthesis, (2007) 29, 992.
摘要:Gunn, S. J.; Warriner, S. L.; White, J. W., Science of Synthesis, (2007) 29, 912.
摘要:Kryczka, B.; Lewkowski, J.; Zawisza, A., Science of Synthesis, (2007) 29, 1034.
摘要:Merino, P., Science of Synthesis, (2007) 29, 714.
📝 需求与反馈
尽可能描述清楚需求与问题信息
×

通知