英文名称 (2S,3R,4S,5R,6R)-2-((5-Bromo-1H-Indol-3-yl)Oxy)-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,4,5-Triol中文名称 5-溴-3-吲哚基-β-D-吡喃半乳糖苷IUPAC名称 (2S,3R,4S,5R,6R)-2-((5-bromo-1H-indol-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol其它别名 Indole,5-bromo-3-(b-D-galactopyranosyloxy)- (7CI); 5-Bromo-3-indolyl-b-D-galactopyranoside; Bluo-GalCAS编号 97753-82-7 MFCD编号: MFCD00063691分子式: C14H16BrNO6分子量: 374.18产品CID: 2022878产品分类 生物化工 → 糖类化合物 → 单糖
上下游产品 (N-Acetyl-5-Bromoindol-3-yl)2,3,4,6-Tetra-O-Acetyl-β-D-Galactopyranoside 102262-50-0合成工艺路线路线简述 1607828-56-7 = 97753-82-7 反应条件:1.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt1.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C2.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt2.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 1607828-61-4 = 97753-82-7 反应条件:1.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt1.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C1.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C2.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt2.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 3068-32-4 + 1607828-50-1 = 97753-82-7 反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt2.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt2.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C3.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt3.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 106634-15-5 = 97753-82-7 反应条件:1.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water2.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt3.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt3.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C3.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C4.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt4.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 1607828-48-7 = 97753-82-7 反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C1.2 Reagents: Hydrochloric Acid Solvents: Water2.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt3.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt3.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C4.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt4.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 102262-50-0 = 97753-82-7 反应条件:1.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt1.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 3068-32-4 + 105488-46-8 = 97753-82-7 反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt2.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt2.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C2.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C3.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt3.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 105391-92-2 = 97753-82-7 反应条件:1.1 Solvents: Methanol; 2 H,40 - 45 °C1.2 Reagents: Water; 2 H,5 °C2.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt2.2 Reagents: Hydrochloric Acid Solvents: Water3.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt4.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt4.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C4.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C5.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt5.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 1607828-45-4 = 97753-82-7 反应条件:1.1 Catalysts: Sodium Hydride Solvents: 2-Propen-1-Yl 6-Bromo-2,4-Dioxo-2H-3,1-Benzoxazine-1(4H)-Acetate; Rt; 6.5 H,Rt2.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C2.2 Reagents: Hydrochloric Acid Solvents: Water3.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt4.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt4.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C5.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt5.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 4692-98-2 + 40630-84-0 = 97753-82-7 反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt1.2 Overnight,Rt1.3 Reagents: Water2.1 Catalysts: Sodium Hydride Solvents: 2-Propen-1-Yl 6-Bromo-2,4-Dioxo-2H-3,1-Benzoxazine-1(4H)-Acetate; Rt; 6.5 H,Rt3.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C3.2 Reagents: Hydrochloric Acid Solvents: Water4.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt5.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt5.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C6.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt6.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 4692-98-2 = 97753-82-7 反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt1.2 Overnight,Rt1.3 Reagents: Water2.1 Solvents: Methanol; 2 H,40 - 45 °C2.2 Reagents: Water; 2 H,5 °C3.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt3.2 Reagents: Hydrochloric Acid Solvents: Water4.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt5.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt5.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C5.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C6.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt6.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 5794-88-7 = 97753-82-7 反应条件:1.1 Reagents: Pyridine Solvents: Acetonitrile,Dichloromethane; 30 Min,Rt; 3 H,45 °C1.2 Reagents: Water2.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt2.2 Overnight,Rt2.3 Reagents: Water3.1 Solvents: Methanol; 2 H,40 - 45 °C3.2 Reagents: Water; 2 H,5 °C4.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt4.2 Reagents: Hydrochloric Acid Solvents: Water5.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt6.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt6.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C6.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C7.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt7.2 Reagents: Amberlite Ir 120; Neutralized1.1 Reagents: Pyridine Solvents: Acetonitrile,Dichloromethane; 30 Min,Rt; 3 H,45 °C1.2 Reagents: Water2.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt2.2 Overnight,Rt2.3 Reagents: Water3.1 Catalysts: Sodium Hydride Solvents: 2-Propen-1-Yl 6-Bromo-2,4-Dioxo-2H-3,1-Benzoxazine-1(4H)-Acetate; Rt; 6.5 H,Rt4.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C4.2 Reagents: Hydrochloric Acid Solvents: Water5.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt6.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt6.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C7.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt7.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosidesindoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574] 38985-79-4 = 97753-82-7 反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 4 H,Reflux; Reflux -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,Rt2.1 Reagents: Pyridine Solvents: Acetonitrile,Dichloromethane; 30 Min,Rt; 3 H,45 °C2.2 Reagents: Water3.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt3.2 Overnight,Rt3.3 Reagents: Water4.1 Catalysts: Sodium Hydride Solvents: 2-Propen-1-Yl 6-Bromo-2,4-Dioxo-2H-3,1-Benzoxazine-1(4H)-Acetate; Rt; 6.5 H,Rt5.1 Reagents: Potassium Tert-Butoxide Solvents: Diethyl Ether; 2 H,Rt -> 45 °C5.2 Reagents: Hydrochloric Acid Solvents: Water6.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt7.1 Reagents: Morpholine Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; Overnight,Rt7.2 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 20 - 35 Min,Rt -> 105 °C8.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt8.2 Reagents: Amberlite Ir 120; Neutralized1.1 Reagents: Sodium Hydroxide Solvents: Water; 4 H,Reflux; Reflux -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,Rt2.1 Reagents: Pyridine Solvents: Acetonitrile,Dichloromethane; 30 Min,Rt; 3 H,45 °C2.2 Reagents: Water3.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Cooled; 45 Min,Cooled; Rt3.2 Overnight,Rt3.3 Reagents: Water4.1 Solvents: Methanol; 2 H,40 - 45 °C4.2 Reagents: Water; 2 H,5 °C5.1 Reagents: Sodium Methoxide Solvents: Diethyl Ether,Methanol; Rt; 2 H,Rt -> 45 °C; 45 °C -> Rt5.2 Reagents: Hydrochloric Acid Solvents: Water6.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water; 2 - 5 H,Rt7.1 Catalysts: Sodium Methoxide Solvents: Methanol; 2 - 6 H,Rt7.2 Reagents: Sodium Hydroxide; 1 - 4 H,Rt -> 45 °C7.3 Reagents: Silver Acetate,Potassium Carbonate Solvents: Acetic Anhydride; 1 H,Rt -> 110 °C8.1 Catalysts: Sodium Methoxide Solvents: Methanol; Overnight,Rt8.2 Reagents: Amberlite Ir 120; Neutralized 标题:Indoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosidesindoxylic Acid Esters As Convenient Intermediates Towards Indoxyl Glycosides 作者:Boettcher,Stephan; Et Al Boettcher,Stephan; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(3) 页码:564-574 📜5-溴靛红酸酐置于吗啉,四(三苯基膦)钯,Potassium Tert-Butylate,Sodium Methylate,Silver(I) Acetate,四丁基硫酸氢铵,Sodium Hydride,Potassium Carbonate体系中,用 四氢呋喃,甲醇,乙醚,二氯甲烷,水,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 9.58H,反应生成 5-溴-3-吲哚基-Beta-D-吡喃半乳糖苷
参考文献:吲哚乙酸酯作为吲哚氧基糖苷的方便中间体
标题:吲哚乙酸酯作为吲哚氧基糖苷的方便中间体
摘要:使用可扩展的路线以极好的收率获得了具有不同卤化物取代模式的吲哚酸甲酯和烯丙酯.这些关键中间体的相转移糖基化是用各种糖基卤化物进行的.随后温和的银介导的脱羧作用,然后是 Zemplen 脱乙酰作用,以非常好的总产率得到吲哚酚苷.吲哚酚苷是酶筛选和酶活性监测的成熟和广泛使用的工具.过去,它们的合成一直很困难,因此这种新方法导致了各种有用的结构.
DOI:10.1002/ejoc.201301198
海关参考信息 2905122000-异丙醇 2905310000-1,2-乙二醇 2905320000-1,2-丙二醇 2905399001-1,3-丙二醇 💡 提示:海关信息按照顺序优先匹配,如需确认的海关信息,请参考相关资料。 详情请参考: 📖 海关编码查询和海关进出口税则
专利信息 专利号:US-8816106-B2 优先权日:2006-08-29 标 题:Synthesis of fatty acids 发明人:DAMCEVSKI KATHERINE; GLOVER KAREN; GREEN ALLAN; HARITOS VICTORIA S; HORNE IRENE; SINGH SURINDER PAL; WOOD CRAIG C; ZHOU XUE-RONG 权利人:DAMCEVSKI KATHERINE; GLOVER KAREN; GREEN ALLAN; HARITOS VICTORIA S; HORNE IRENE; SINGH SURINDER PAL; WOOD CRAIG C; ZHOU XUE-RONG; COMMW SCIENT IND RES ORG; GRAINS RES & DEV CORP 摘要:The present invention relates to enzymes which possess desaturase, conjugase, epoxidase and/or hydroxylase activity that can be used in methods of synthesizing fatty acids. 专利号:US-8623625-B2 优先权日:2002-03-04 标 题 :Sulfotransferase, peptide thereof and DNA encoding the same 发明人:NARIMATSU HISASHI; SUGIOKA SHIGEMI; MOCHIZUKI HIDEO 权利人:NARIMATSU HISASHI; SUGIOKA SHIGEMI; MOCHIZUKI HIDEO; SEIKAGAKU KOGYO CO LTD 摘要:A glycosaminoglycan sulfotransferase, a peptide thereof, a nucleic acid comprising a nucleotide sequence encoding the same, an enzyme agent for the synthesis of a glycosaminoglycan, which comprises the above-described enzyme or polypeptide, and a process for producing a glycosaminoglycan, which uses the enzyme agent. 专利号:AU-2007291937-A1 优先权日:2006-08-29 标题 :Synthesis of fatty acids 专利号:AU-2007291937-B2 优先权日:2006-08-29 标题 :Synthesis of fatty acids 专利号:US-2011190521-A1 优先权日:2006-08-29 标题 :Synthesis of fatty acids 专利号:US-2015045567-A1 优先权日:2006-08-29 标题:Synthesis of fatty acids全部 工厂 研发
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合成参考文献 摘要:Markarian AN, Voznyĭ IaV, Dzantiev BB, Egorov AM. [Determination of beta-galactosidase activity on nitrocellulose plates using 5-bromo-3-indolyl-beta-D-galactopyranoside and tetrazolium salts]. Bioorg Khim. 1987 Feb;13(2):263–5.