81058-26-6 = 81058-27-7 反应条件:1.1 Reagents: Bromotrimethylsilane Catalysts: Bismuth Bromide Solvents: Dichloromethane; 24 H,Rt 标题:High-Yield Syntheses Of Tetra-O-Benzyl-α-D-Glucopyranosyl Bromide And Tetra-O-Pivaloyl-α-D-Glucopyranosyl Bromide And Their Advantage In The Koenigs-Knorr Reaction 作者:Presser,Armin; Et Al 参考文献:Monatshefte Fuer Chemie 日期:2006 卷标:137(3) 页码:365-374]
1213234-53-7 = 81058-27-7 反应条件:1.1 Reagents: Hydrogen Bromide Solvents: Acetic Acid,Dichloromethane; Rt; 16 H,Rt 标题:Stereoselective C-Glycosylation Reactions With Arylzinc Reagents 作者:Lemaire,Sebastien; Et Al 参考文献:Organic Letters 日期:2012 卷标:14(6) 页码:1480-1483]
1213234-53-7 = 81058-27-7 反应条件:1.1 Reagents: Acetic Acid,Hydrogen Bromide Solvents: Dichloromethane; 0 °C; 0 °C -> 25 °C; 2 H,25 °C1.2 Solvents: Water; 0 °C 标题:Glycosyl-Radical-Based Synthesis Of C-Alkyl Glycosides Via Photo-Mediated Defluorinative Gem-Difluoro-Allylation 作者:Li,Cai-Yi; Et Al 参考文献:Organic Letters 日期:2021 卷标:23(22) 页码:8899-8904]
114179-84-9 = 81058-27-7 反应条件:1.1 Reagents: Acetic Acid,Hydrogen Bromide Solvents: Dichloromethane; 10 Min,0 °C -> Rt; 3 H,Rt 标题:Excited-State Palladium-Catalyzed 1,2-Spin-Center Shift Enables Selective C-2 Reduction,Deuteration,And Iodination Of Carbohydrates 作者:Zhao,Gaoyuan; Et Al 参考文献:Journal Of The American Chemical Society 日期:2021 卷标:143(4) 页码:1728-1734]
= 81058-27-7 反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol; 5 H,Rt 标题:Total Syntheses Of Rhodiolosides A And D And Of Sachalinols A-C 作者:Simon,Kristina; Et Al 参考文献:European Journal Of Organic Chemistry 日期:2011 卷标:(8) 页码:1493-1503
A-无水葡萄糖酯置于4-二甲氨基吡啶,Zinc Dibromide 三甲基溴硅烷,三乙胺体系中,用 二氯甲烷 作为反应溶剂,化学反应 44.5H,反应生成 2,3,4,6-O-四特戊酰基-Alpha-D-溴代吡喃葡萄糖 参考文献: Process For The Preparation Of Compounds Useful As Inhibitors Of Sglt2[fr] Procédé De Préparation De Composés Utiles En Tant Qu'Inhibiteurs De Sglt2 标题: Process For The Preparation Of Compounds Useful As Inhibitors Of Sglt2[fr] Procédé De Préparation De Composés Utiles En Tant Qu'Inhibiteurs De Sglt2 摘要:本发明涉及一种新型制备化合物(i)及其药学上可接受的盐和溶剂的方法;包括:将化合物(v)与lg1为离去基团的混合物反应,其中该混合物为锌盐和有机锂试剂;在第一烃溶剂中,在约-78oc至室温范围内的温度下进行反应;得到相应化合物(vi)的混合物,其中m1为锂,以及锌盐;将化合物(vi)和锌盐的混合物与第一醚溶剂混合;得到相应的化合物(vii),其中m2为反应性锌物种.
专利号:US-7435816-B2 优先权日:2003-04-30 标 题 :Synthesis of solanum glycosides 发明人:SHAHID MOHAMMED 权利人:SHAHID MOHAMMED 摘要:The present invention relates to the chemical synthesis of solanum glycosides, in particular to the synthesis of solasonine as well as to novel β-monosaccharide intermediate compounds, of Formula (2), where R 1 is a benzylidene, 4-nitrobenzylidene or 4-methoxybenzylidine group, and each R 2 independently is a benzoyl, acetyl or pivaloyl group:
专利号:EP-1421100-B1 优先权日:2001-08-21 标 题 :Chemical synthesis of solamargine 发明人:SHAHID MOHAMMED 权利人:GLYCOMED SCIENCES LTD 摘要:The present invention relates to the chemical synthesis of solanum glycosides, in particular to the synthesis of solamargine as well as to novel beta-monosaccharide Intermediate compounds.
专利号:US-2004259814-A1 优先权日:2001-08-21 标 题 :Synthesis of solanum glycosides
专利号:EP-1421100-A1 优先权日:2001-08-21 标 题:Chemical synthesis of solamargine
专利号:WO-03018604-A1 优先权日:2001-08-21 标题 :Synthesis of solanum glycosides
专利号:WO-2016173551-A1 优先权日:2015-04-30 标 题:Ipragliflozin preparation method 发明人:MA SHUAI; ZHOU WEICHENG 权利人:CHINA STATE INST PHARM IND; SHANGHAI INST PHARMACEUTICAL IND 摘要:Provided in the present invention is an ipragliflozin synthesis method. The method comprises: (1) 4-fluoro-3-(2-benzothiophene)methylphenyl halide 5 is used as raw material, and 5 is reacted with alkyl lithium in a proper solvent, and then reacted with zinc salt to prepare an organic zinc reagent di[4-fluoro-3-(2-benzothiophene)methylphenyl]zinc, then is subjected to a nucleophilic substitution reaction with 2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranose bromide 4 to prepare an ipragliflozin intermediate 3; (2) a pivaloyl protecting group of the compound 3 is removed by an organic base to prepare the ipragliflozin 2; wherein, X in the structure of 4-fluoro-3-(2-benzothiophene)methylphenyl halide 5 is selected from bromine or iodine; synthetic route (I) is used. The method in the present invention avoids the steps of methylation of hydroxyl groups on an anomeric carbon of a sugar ring, acetylation of hydroxyl groups on the sugar ring, reduction of methoxyl groups on the anomeric carbon and the ultra-low reaction temperature, and thus the synthesis process is greatly simplified, the synthesis cost is significantly reduced, the product yield and the purity of the compound are improved and the present invention is suitable for industrial production.
参考标题:A Photoflow Reactor For The Continuous Photoredox-Mediated Synthesis OfC-Glycoamino Acids AndC-Glycolipids 作者:R. Stephen Andrews,Jennifer J. Becker,Michel R. Gagné |发布日期:2012.4.23 摘要:Go With The Flow: A Simple Flow Reactor Has Been Developed To Accommodate Highly Absorbing [rul3]2+ Photosensitizers For Light‐starved Photoredox Reactions (See Picture). The Use Of Vessels Having A Thin Diameter Increases The Efficiency Of The Reaction. This Methodology Has Been Applied To The Divergent Synthesis Of C‐glycoconjugates.
合成参考文献
参考文献:10.1055/s-0034-1378672 摘要:Knochel P, Dagousset G, François C, Leόn T, Blanc R, Sansiaume-Dagousset E. Preparation of Functionalized Lithium, Magnesium, Aluminum, Zinc, Manganese, and Indium Organometallics from Functionalized Organic Halides. Synthesis. 2014 Oct 30;46(23):3133–71. doi: 10.1055/s-0034-1378672.