CAS: 17791-37-6; (2R,3R,4S,5R,6S)-3,4,5-Tris(Benzyloxy)-2-((Benzyloxy)Methyl)-6-Methoxytetrahydro-2H-Pyran

该化合物是一种来自甘蔗糖的甘蓝表面,其特点是与甘蓝环的氢氧基位置相连的多苯基甲基(苯基)组,该化合物一般用于有机合成和碳水化合物化学,因为它有能力作为氢氧功能的保护组; 甲基组在亚氨基位置的存在增强了其在有机溶剂中的稳定性和溶性; 其结构有助于其在药物供应系统中的潜在应用,以及作为合成更复杂的碳水化合物或甘油表面的建筑块.该化合物在标准的实验室条件下一般稳定,但可能在极端pH或温度条件下发生水解作用或其他反应.与许多甘油表面一样,它可能展示具体的生物活动,但为了阐明其药理特性,有必要进行详细研究.应当观察适当的处理和储存条件,以保持其完整性并防止降解.

结构式图片

上下游产品

methanol phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside 2,3,4,6-tetra-O-benzyl-D-glucopyranose 2,3,4,6-Tetra-O-benzyl-D-glucopyranose2-methyl-3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)propene 2-methyl-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)propene 3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)butene 2-bromo-3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)propene

合成工艺路线路线简述

    📜1-硫代-B-甲基葡萄糖甙-4-甲基苯酯置于sodium Hydride体系中,用 N,N-二甲基甲酰胺,乙腈 用作溶剂,化学反应 4.0H,反应生成甲基 2,3,4,6-O-四苄基-Alpha-D-吡喃葡萄糖苷
    参考文献:Balovoine,Gilbert; Berteina,Sabine; Gref,Aurore,Journal Of Carbohydrate Chemistry,1995,Vol. 14,# 8,P. 1217-1236
    标题:Balovoine,Gilbert; Berteina,Sabine; Gref,Aurore,Journal Of Carbohydrate Chemistry,1995,Vol. 14,# 8,P. 1217-1236

    海关参考信息

    专利信息


    专利号:US-9775856-B2
    优先权日:2012-03-09
    标题 :C-glycosylpolyphenol antidiabetic agents, effect on glucose tolerance and interaction with beta-amyloid. therapeutic applications of the synthesized agent(s) and of Genista tenera ethyl acetate extracts containing some of those agents
    发明人:GRASES SANTOS SILVA RAUTER AMÉLIA PILAR; XAVIER DE JESUS ANA RITA; MENDES MARTINS ALICE ISABEL; DOS SANTOS DIAS CATARINA ALEXANDRA; TAVARES RIBEIRO ROGÉRIO JOSÉ; BORGES DE LEMOS MACEDO MARIA PAULA; GUERRA JUSTINO JORGE ALBERTO; DIAS MOTA FILIPE HELDER; AMARO PINTO RUI MANUEL; NOGUEIRA SEPODES BRUNO MIGUEL; PATRÃ?CIO GOULART DE MEDEIROS MARGARIDA ALEXANDRA; JIMENÉZ BARBERO JESUS; AIROLDI CRISTINA; NICOTRA FRANCESCO
    权利人:FACULDADE DE CIENCIAS DA UNIV DE LISBOA
    摘要:The present invention concerns the antidiabetic-activity of compounds type A, namely of 8-β-D-glucosylgenistein, which is not toxic to eukaryotic cells and has demonstrated to produce complete normalization of fasting hyperglycaemia, to reduce excessive postprandial glucose excursion, to increase glucose-induced insulin secretion and insulin sensitivity. An alternative synthesis for this molecular entity and its binding ability to β-amyloid oligomers is also included in the present invention, which also comprises Genista tenera ethyl acetate extract for use as antihyperglycaemic, agent i.e. for lowering blood glucose levels in mammals that are pre-diabetic or have type 2 or type 1 diabetes. n The inhibitory activity of α-glucosidase by Genista tenera ethyl acetate and butanol extracts and that of glucose-6-phosphatase by these two extracts and the diethyl ether plant extract is also part of the present invention.

    专利号:US-5627270-A
    优先权日:1991-12-13
    标题:Glycosylated steroid derivatives for transport across biological membranes and process for making and using same
    发明人:KAHNE DANIEL E; KAHNE SUZANNE W; SOFIA MICHAEL J; HATZENBUHLER NICOLE T
    权利人:UNIV PRINCETON; TRANSCELL TECHNOLOGIES INC
    摘要:Novel glycosylated steroid derivatives for facilitating the transport of compounds across biological membranes, either in admixture or as conjugates, are disclosed. A novel process for efficient synthesis of these glycosylated steroid derivatives, using activated glycosyl sulfoxide intermediates is provided. Methods for the permeabilization of membranes and the enhancement of the activity of predetermined compounds are also provided.

    专利号:US-2017348340-A1
    优先权日:2012-03-09
    标题 :New c-glycosylpolyphenol antidiabetic agents, effect on glucose tolerance and interaction with beta-amyloid. therapeutic applications of the synthesized agent(s) and of genista tenera ethyl acetate extracts containing some of those agents
    发明人:GRASES SANTOS SILVA RAUTER AMÉLIA PILAR; XAVIER DE JESUS ANA RITA; MENDES MARTINS ALICE ISABEL; DOS SANTOS DIAS CATARINA ALEXANDRA; TAVARES RIBEIRO ROGÉRIO JOSÉ; BORGES DE LEMOS MACEDO MARIA PAULA; GUERRA JUSTINO JORGE ALBERTO; DIAS MOTA FILIPE HELDER; AMARO PINTO RUI MANUEL; NOGUEIRA SEPODES BRUNO MIGUEL; PATRÃ?CIO GOULART DE MEDEIROS MARGARIDA ALEXANDRA; JIMENÉZ BARBERO JESUS; AIROLDI CRISTINA; NICOTRA FRANCESCO
    权利人:UNIV DE LISBOA; INST POLITÉCNICO DE SANTARÉM
    摘要:The present invention concerns the antidiabetic activity of compounds type A, namely of 8-β-D-glucosylgenistein, which is not toxic to eukaryotic cells and has demonstrated to produce complete normalization of fasting hyperglycaemia, to reduce excessive postprandial glucose excursion, to increase glucose-induced insulin secretion and insulin sensitivity. An alternative synthesis for this molecular entity and its binding ability to β-amyloid oligomers is also included in the present invention, which also comprises Genista tenera ethyl acetate extract for use as antihyperglycaemic agent i.e. for lowering blood glucose levels in mammals that are pre-diabetic or have type 2 or type 1 diabetes. n The inhibitory activity of β-glucosidase by Genista tenera ethyl acetate and butanol extracts and that of glucose-6-phosphastase by these two extracts and the diethyl ether plant extract is also part of the present invention.

    专利号:US-5693769-A
    优先权日:1991-12-13
    标 题 :Glycosylated steroid derivatives for transport across biological membranes and process for making and using same
    发明人:KAHNE DANIEL EVAN; KAHNE SUZANNE WALKER
    权利人:TRANSCELL TECHNOLOGIES INC; UNIV PRINCETON
    摘要:Novel glycosylated steroid derivatives for facilitating the transport of compounds across biological membranes, either in admixture or as conjugates, are disclosed. A novel process for efficient synthesis of these glycosylated steroid derivatives, using activated glycosyl sulfoxide intermediates is provided. Methods for the permeabilization of membranes and the enhancement of the activity of predetermined compounds are also provided.

    专利号:US-4207413-A
    优先权日:1977-04-22
    标 题 :L-Sucrose and process for producing same
    发明人:JONES JOHN K N; SZAREK WALTER A
    权利人:QUEEN S UNIV
    摘要:L-sucrose or beta -L-fructofuranosyl alpha -L-glucopyranoside-(I), the enantiomer of naturally occuring D-sucrose, which does not appear in nature has been synthesized and has been found to be sweet. It is unlikely that L-sucrose is metabolized in the manner of D-sucrose. In a preferred process for producing L-sucrose the key step is the condensation of 2,3,4,6-tetra-O-benzyl- alpha -L-glucopyranosyl chloride-(II) with 1,3,4,6-tetra-O-benzyl-L-fructofuranose-(III). Compound II is obtained from L-glucose by way of 2,3,4,6-tetra-O-benzyl- alpha -L-glucopyranose; and L-glucose is prepared from L-arabinose by nitromethane synthesis. Compound III is obtained by oxidation, with Jones reagent, of 1,3,4,6-tetra-O-benzyl-L-mannitol which, in turn, is prepared from L-mannose. The condensation product of II and III is catalytically debenzylated to produce L-sucrose.

    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

    合成参考文献


    参考文献:10.1055/s-0033-1339877
    摘要:Sollogoub M. Site-Selective Heterofunctionalization of Cyclodextrins: Discovery, Development, and Use in Catalysis. Synlett. 2013 Oct 14;24(20):2629–40. doi: 10.1055/s-0033-1339877.
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