CAS: 86520-63-0; (2R,3S,4S,5R,6R)-2-(Acetoxymethyl)-6-(2,2,2-Trichloro-1-Iminoethoxy)Tetrahydro-2H-Pyran-3,4,5-Triyl Triacetate

该化合物是一个复杂的有机化合物,其特征为四氢环形结构,是一个六人环状环状体.该化合物具有多种乙氧化合物组,表明乙酰功能组的存在能够增强该化合物在有机溶剂中的再活性和溶性.三氯乙酰胺基混合物的存在表明潜在的生物活动,可能作为一种合成中间体或药用化学应用体.由(2S,3S,4S,5S,5S,6R)配置的注解的立体化学学表明亚基组的具体空间安排,这些亚组群可能大大影响化合物的特性和相互作用.

结构式图片

相似化合物

92052-29-4 74808-10-9 92420-89-8

物理性质

MSDS等安全信息

上下游产品

CAS号3947-62-4 2,3,4,6-四-O-乙酰基... | CAS号545-06-2 三氯乙腈 | CAS号4163-60-4 β-D-半乳糖五乙酸酯 | CAS号25878-60-8 1,2,3,4,6-D-葡萄糖五乙酸酯 | CAS号5094-33-7 4-氨苯基β-D-吡喃半乳糖苷 | CAS号141020-28-2 苄基2-乙酰氨基-2,6-二脱... | CAS号2872-66-4 4-硝基苯基-2,3,4,6-... | CAS号75669-79-3 甲基2-乙酰氨基-2-脱氧-3...

合成工艺路线路线简述

  • 22554-70-7 + 70191-05-8 = 86520-63-0
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dichloromethane; Rt
    标题:Monosaccharide Analogues Of Anticancer Peptide R-Lycosin-I: Role Of Monosaccharide Conjugation In Complexation And The Potential Of Lung Cancer Targeting And Therapy
    作者:Zhang,Peng; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2019 卷标:62(17) 页码:7857-7873]

    22554-70-7 + 70191-05-8 = 86520-63-0
    反应条件:1.1 Catalysts: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene; 5 Min,0 °C; 2 H,Rt
    标题:Fluorine-Directed β-Galactosylation: Chemical Glycosylation Development By Molecular Editing
    作者:Durantie,Estelle; Et Al
    参考文献:Chemistry - A European Journal 日期:2012 卷标:18(26) 页码:8208-8215]

    4163-59-1 = 86520-63-0
    反应条件:1.1 Reagents: Hydrazine,Acetate (1:1) Solvents: Dimethylformamide; 1 H,50 °C1.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Dichloromethane; 1 H,0 °C
    标题:Preparation Of Linear Oligosaccharides By A Simple Mono-Protective Chemo-Enzymatic Approach
    作者:Filice,Marco; Et Al
    参考文献:Tetrahedron 日期:2008 卷标:64(39) 页码:9286-9292]

    70191-05-8 = 86520-63-0
    反应条件:1.1 Catalysts: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Dichloromethane; 2 H,Rt
    标题:Chemoenzymatic Synthesis Of A Glycolipid Library And Elucidation Of The Antigenic Epitope For Construction Of A Vaccine Against Lyme Disease
    作者:Stuebs,Gunthard; Et Al
    参考文献:Chemistry - A European Journal 日期:2010 卷标:16(11) 页码:3536-3544]

    4163-60-4 = 86520-63-0
    反应条件:1.1 Catalysts: Triacylglycerol Lipase Solvents: Diethyl Ether,Ethanol,Hexane1.2 Reagents: Potassium Carbonate Solvents: Dichloromethane
    标题:Lipase-Assisted Synthesis Of β-Gal-(1->3)-Galnac
    作者:Hsiao,Kwo Feng; Et Al
    参考文献:Synlett 日期:1996 卷标:(10) 页码:966-968]

    25878-60-8 = 86520-63-0
    反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene,Hydrazine,Acetate (1:1) Solvents: Dimethylformamide,Dichloromethane; 60 °C; 60 Min,0 °C
    标题:Synthesis And Enzyme-Specific Activation Of Carbohydrate-Geldanamycin Conjugates With Potent Anticancer Activity
    作者:Cheng,Hao; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2005 卷标:48(2) 页码:645-652]

    74638-64-5 = 86520-63-0
    反应条件:1.1 Reagents: Carbonic Acid,Compd. With N,N-Dimethylmethanamine (1:2) (Polymer Supported) Solvents: Dichloromethane; 3.5 H,Rt
    标题:A Study Of Polymer-Supported Bases For The Solution Phase Synthesis Of Glycosyl Trichloroacetimidates
    作者:Chiara,Jose Luis; Et Al
    参考文献:Tetrahedron Letters 日期:2005 卷标:46(14) 页码:2445-2448]

    70191-05-8 = 86520-63-0
    反应条件:1.1 Catalysts: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Dichloromethane; 0 °C; 4 H,0 °C
    标题:Sncl4- And Ticl4-Catalyzed Anomerization Of Acylated O- And S-Glycosides: Analysis Of Factors That Lead To Higher α:β Anomer Ratios And Reaction Rates
    作者:Pilgrim,Wayne; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2010 卷标:75(20) 页码:6747-6755]

    4163-60-4 = 86520-63-0
    反应条件:1.1 Reagents: N,N-Dimethyl-1,3-Propanediamine Solvents: Dichloromethane; 3 H,Rt1.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene; 45 Min,Rt
    标题:3-(Dimethylamino)-1-Propylamine: A Cheap And Versatile Reagent For Removal Of Byproducts In Carbohydrate Chemistry
    作者:Andersen,Sofie Meng; Et Al
    参考文献:Organic Letters 日期:2015 卷标:17(4) 页码:944-947]

    4163-60-4 = 86520-63-0
    反应条件:1.1 Reagents: Hydrazine,Acetate (1:1) Solvents: Dimethylformamide; 1 H,Rt1.2 Solvents: Dichloromethane; 1 H,0 - 5 °C1.3 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene; 0 - 5 °C; 3 H,Rt
    标题:Photocontrollable Intermittent Release Of Doxorubicin Hydrochloride From Liposomes Embedded By Azobenzene-Contained Glycolipid
    作者:Liu,Danyang; Et Al
    参考文献:Langmuir 日期:2017 卷标:33(4) 页码:1004-1012]

    748815-75-0 = 86520-63-0
    反应条件:1.1 Reagents: Hydrazine,Acetate (1:1) Solvents: Dimethylformamide; 1 H,60 °C1.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Dichloromethane; Rt -> 0 °C; 1 H,0 °C; 1 H,Rt
    标题:Carbohydrate Microarrays By Microcontact Printing
    作者:Wendeln,Christian; Et Al
    参考文献:Langmuir 日期:2010 卷标:26(7) 页码:4933-4940
📜Beta-D-半乳糖五乙酸酯置于1,8-二氮杂双环[5.4.0]十一碳-7-烯,苄胺体系中,用 四氢呋喃,二氯甲烷 作为反应溶剂,化学反应 20.0H,反应生成 2,3,4,6-四-O-乙酰基-Alpha-D-吡喃半乳糖酰基-2,2,2-三氯代亚氨乙酸酯
参考文献:具有芳香族基团和各种脂肪酰基侧链的基于苏氨酸的半乳糖酰胺的设计,合成和细胞毒性评估
标题:具有芳香族基团和各种脂肪酰基侧链的基于苏氨酸的半乳糖酰胺的设计,合成和细胞毒性评估
摘要:摘要在半乳糖神经酰胺中,酰胺部分或植物鞘氨醇基团上存在脂肪酰基是影响细胞毒性的一些重要特征.正在进行不断的努力来修饰半乳糖神经酰胺上存在的脂肪酸部分和植物鞘氨醇基团,以增强这些化合物的细胞毒性潜力.因此,在本研究中,通过使用三氯乙亚氨酸酯方法用不同的脂肪酰基部分和芳族酸修饰酰胺部分上的脂肪酰基,从而制得基于苏氨酸的β-半乳糖神经酰胺及其衍生物.与结构相关的基于苏氨酸的神经酰胺部分是使用不同的试剂通过多步过程合成的.使用三氯乙酰亚胺酸酯作为供体,用半乳糖将神经酰胺部分糖基化.进一步,评价所有合成的化合物对三种癌细胞系和一种正常细胞系的体外细胞毒性,并且所有化合物对所有测试的癌细胞系均表现出非常好至中等的细胞毒性.在芳族衍生物中,该化合物8I对mcf7,A549和hela癌细胞系表现出有希望的活性,其ic 50值分别为14.08,14.78和16.70 µm.在脂肪酸衍生物中,两种化合物表现出良
DOI:10.1007/s00044-017-2049-9

海关参考信息

专利信息


专利号:WO-9616071-A1
优先权日:1994-11-21
标题:PROCESSES FOR THE SYNTHESIS OF 3'-SUBSTITUTED LEWISx COMPOUNDS
发明人：SRIVASTAVA OM; IPPOLITO ROBERT; SRIVASTAVA GEETA; SZWEDA ROMAN; OHUCHI TOSHIO
权利人:GLYCOMED INC; SRIVASTAVA OM; IPPOLITO ROBERT; SRIVASTAVA GEETA; SZWEDA ROMAN; OHUCHI TOSHIO
摘要:Disclosed are processes for the chemical synthesis of 3'-substituted Lewis-OR compounds where R is an aglycon of at least one carbon atom. One particular compound prepared by the processes of this invention is 8-methoxycarbonyl-octyl-2-acetamido-3-O-( alpha -L-fucopyranosyl)-4-O-[3-O-sulfo- beta -D-galactopyranosyl]-2-deoxy- beta -D-glucopyranoside.

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.

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主要参考文献

参考标题:Streptococcus Pneumoniae Type Xiv Polysaccharide: Synthesis Of A Repeating Branched Tetrasaccharide With Dioxa-Type Spacer-Arms
作者:Paul-Henri Amvam-Zollo,Pierre Sinaÿ |发布日期:1986.8
摘要:Beta-Glycosides Of 2-Acetamido-2-Deoxy-D-Glucopyranose Were Synthesised, Using Either 7-Methoxycarbonyl-3,6-Dioxa-1-Heptanol Or 8-Azido-3,6-Dioxa-1-Octanol. Selective Beta-Lactosylation Of 7-Methoxycarbonyl-3,6-Dioxaheptyl 2-Acetamido-3-O-Benzyl-2-Deoxy-Beta-D-Glucopyranoside With Hepta-O-Acetyl-Lactosyl-Trichloroacetimidate, Followed By Beta-Galactosylation Of The Secondary Hydroxyl Group With O-(2

合成参考文献


摘要:Lebel, H.; Grenon, M., Science of Synthesis, (2005) 22, 719.
摘要:Kryczka, B.; Lewkowski, J.; Zawisza, A., Science of Synthesis, (2007) 29, 1033.
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