采用2,2,6,6-四甲基哌啶氧自由基/Ca(ClO)2体系选择氧化甲基葡萄糖苷(简称甲苷)合成了葡萄糖甲苷酸盐,再用硫酸酸解葡萄糖甲苷酸盐,得到葡萄糖醛酸和副产物硫酸钙.考察了氧化工艺条件对葡萄糖醛酸收率的影响；用pH计监控反应过程,反应中间体和终产物用UV和HPLC检测.结果表明,该体系对甲苷伯羟基的氧化具有较好的催化活性和反应选择性,葡萄糖醛酸收率达到92％,且金属离子易于去除.和传统的淀粉HNO3氧化法工艺相比,该方法具有资源节约、环境友好的特点.
参考文献
| [1] | YUAN Hua,SUN Yanbin,WU Yuanxin,et al.Research and Development of D-Glucuronolactone[J].Chem Bioeng,2006,23:53-54(in Chinese).袁华,孙炎彬,吴元欣,等.葡醛内酯的研究与开发[J].化学与生物工程,2006,23:53-54. |
| [2] | ZHOU Xitang,LIN Peixi,HU Zhihua.Improvement of Glucuronolactone's Production Technique[J].J Guilin Inst Technol,2003,23(1):23 (in Chinese).周锡堂,林培喜,胡智华.葡醛内酯生产工艺改进研究[J].桂林工学院学报,2003,23(1):23. |
| [3] | XIONG Hui,CHEN Xianming.Glycoside Acid Sodium is Synthesized by the Methyi Glucoside Oxidized Selectively[J].Ind Catal,2005,13:344-345 (in Chinese).熊辉,陈先明.甲苷选择性催化氧化合成甲苷酸钠研究[J].工业催化,2005,13:344-345. |
| [4] | Schurman Y.Selective Oxidation of Methyl Glucoside on Carbon Supported Platinum[J].Appl Catal,1992,(89):31-38. |
| [5] | YUAN Hua,DU Zhiping,WU Yuanxin,et al. Selective Oxidation of Primary Alcohol from Methyl Glucoside over Pd/La0.5Pb0.5 Mn0.9Sn0.1O3 Catalyst[J].Acta Chim Sin,2009,67(4):345-351 (in Chinese).袁华,杜治平,吴元欣,等.Pd/La0.5Ph0.5Mn0.9Sn0.1O3对甲苷伯羟基的选择催化氧化[J].化学学报,2009,67(4):345-351. |
| [6] | YUAN Hua,SUN Yanbin,WU Yuanxin,et al.Synthesis of Glucuronic Acid by Pd/La0.5 Pb0.5 MnO3 Catalytic Oxidation from Methyl Glucoside[J].Chinese J Process Eng,2008,8 (3):572-575 (in Chinese).袁华,孙炎彬,吴元欣,等pd/La0.5Pb0.5MnO3催化氧化甲苷合成葡萄糖醛酸[J].过程工程学报,2008,8(3):572-575. |
| [7] | QIU Wenlong,WANG Zhongfu,HUANG Linjuan.Progress on 2,2,6,6-Tetramethylpiperineoxyl-mediated.Oxidation of the Primary Alcohol of Carbohydrate[J].Chem Online,2007,(1):29-33 (in Chinese).邱文龙,王仲孚,黄林娟.2,2,6,6-四甲基哌啶氧自由基氧化糖类物质伯羟基研究进展[J].化学通报,2007,(1):29-33. |
| [8] | Stephane Trombottoa,Estelle Violet-Courtens,Louis Cottier,et al. Oxidation of Two Major Disaccharides:Sucrose and Isomaltulose[J].Topics Catal,2004,27(1/4):31-37. |
| [9] | Arian E J de Nooy,Arie C Besemer,Herman van Bekkum,et al.Highly Selective Nitroxyl Radical-mediated Oxidation of Primary Alcohol Groups in Water-soluble Glucans[J].Carbohydr Res,1995,269(1):89-98. |
| [10] | Petter L Bragd,Arie C Besemer,Herman van Bekkum. Bromide-free TEMPO-mediated Oxidation of Primary Alcohol Groups in Starch and Methyl a-D-Glucopyranoside[J].Carbohydr Res,2000,328:355-363. |
| [11] | Yang Y J.Bromide-free TEMPO-mediated Oxidation of the Primary Alcohol in Carbohydrate under Two-Phase Conditions,WO,2009/111915 A1[P],2009. |
| [12] | SUN Bin,WU Lishun,MA Jinghong,et al.Progress of Nitroxyl Radical and Its Selective Oxidation of Polysaccharides[J].Chem Reag,2001,23(4):216-219(in Chinese).孙宾,武利顺,马敬红,等.亚硝酰自由基及其选择性氧化多糖类物质研究进展[J].化学试剂,2001,23(4):216-219. |
| [13] | Anelli P L,Biffi C,Montanari F,et.al.Fast and Selective Oxidation of Primary Alcohols to Aldehydes or to Carboxylic Acids and of Secondary Alcohols to Ketones Mediated by Oxoammonium Salts under Two-phase Conditions[J].Org Chem,1987,52:2559-2562. |
| [14] | Davis N J,Flitsch S L.Selective Oxidation of Monosaccharide Derivatives to Uronic Acids[J].Tetrahedron Lett,1993,34:1181-1184. |
| [15] | Arian E J de Nooy,Arie C Besemer,Herman van Bekkum.Selective Oxidation of Primary Alcohols Mediated by Nitroxyl Radical in Aqueous Solution.Kinetics and Mechanism[J].Tetrahedron,1995,51 (29):8023-8032. |
| [16] | Besemer A C,H van Bekkum.Dicarboxy-Starch by Sodium Hypochlorite/Bromide Oxidation and Its Calcium Binding Properties[J].Starch-St(a)rke,1994,46:95-106. |
| [17] | Endo T,Miyazawa T,Shiihashi S,et al.Regioselective Oxidation of Hydroxyl Groups of Sugar and Its Derivatives Using Silver Catalysts Mediated by TEMPD and Peroxodisulfate in Water[J].Catalysis,2000,194 (2):343-351. |
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