CAS: 13100-46-4; 1,2,3,4-Tetra-O-Acetyl-Beta-D-Glucopyranose

该化合物是一种经化学修正的甘蔗糖衍生物,所有四个羟基组都使用乙基酸,该化合物广泛用作碳水化合物化学的中间体,特别是在合成复杂的寡头酸盐和甘醇的凝聚反应中.乙酰组提高了有机溶液的溶性,并为合成过程中的羟基功能提供了保护.其定义明确的立体化学和稳定性使它成为受控的甘油债券形成的一种有价值的试剂.该化合物还被用于生物化学研究和制药开发,需要精确的碳水化合物改造.高纯度和连续性能是其应用中的关键优势.

结构式图片

上下游产品

1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose mercury(II) diacetate 2,3,4-tri-O-acetyl-α-D-glucopyranosyl chloride t-butyldimethylsiyl triflate (2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester O1,O2,O3,O4-Tetraacetyl-O6-(bis-benzyloxy-phosphoryl)-β-D-glucopyranoseO1,O2,O3,O4-Tetraacetyl-O6-(bis-benzyloxy-phosphoryl)-β-D-glucopyranose O1,O2,O3,O4-tetraacetyl-O6-(tri-O-acetyl-2-benzoylamino-2-deoxy-β-D-glucopyranosyl)-β-D-glucopyranoseO1,O2,O3,O4-tetraacetyl-O6-(tri-O-acetyl-2-benzoylamino-2-deoxy-β-D-glucopyranosyl)-β-D-glucopyranose 1,2,3,4-tetra-O-acetyl-6-O-benzoyl-β-D-glucopyranose

合成工艺路线路线简述

    A-无水葡萄糖酯置于吡啶,氢溴酸,溶剂黄146体系中,化学反应 12.01H,反应生成1,2,3,4-四-O-乙酰基-β-D-葡萄吡喃糖
    参考文献:Self-Assembly Of β-Glucosidase And D-Glucose-Tethering Zeolite Crystals Into Fibrous Aggregates
    标题:Self-Assembly Of β-Glucosidase And D-Glucose-Tethering Zeolite Crystals Into Fibrous Aggregates
    摘要:Beta-Glucosidase And D-Glucose-Tethering Micrometer-Sized Zeolite Crystals Self-Assemble Into Thin (2-20 Mum) And Very Long (>1 Cm) Fibrous Aggregates In Water. The Process Proceeds At A Faster Rate In A Buffer Solution Of Ph 4.8 At Which The Enzymatic Activity Is Highest. The Zeolite And Enzyme Remain Intact Within The Fibrous Material. Furthermore,The Enzymatic Activity Of Beta-Glucosidase Is Preserved Even After They Are Kept In Water For More Than 6 Months At Room Temperature. With The Zeolite To Enzyme Weight Ratio Of 5,All The Zeolite Crystals Are Buried Within The Round Fibrils Which Consist Of Either A Single Strand Or Helical Double Strands. Upon Increasing The Ratio To 10,Clusters Of Unburied Zeolite Crystals Appear On The Exterior Of The Fibrils,While Narrow Flat Fibers With Smooth Surfaces Are Formed Upon Decreasing The Ratio To 2.5. The Process Is Proposed To Initiate By The Tight Binding Between The Zeolite-Bound D-Glucose Moieties And Beta-Glucosidase Followed By Crystallization Of The Enzyme Over The Zeolite-Bound Enzyme Monolayer. This Report Thus Reveals A Novel Behavior Of Beta-Glucosidase And Demonstrates An Unprecedented Phenomenon That An Enzyme And Its Substrate-Tethering Inorganic Crystals Self-Assemble Into Structured Aggregates.
    Doi:10.1021/ja0028222

    海关参考信息

    专利信息


    专利号:US-6492136-B1
    优先权日:1995-12-07
    标题 :Solid phase organic synthesis
    发明人:FLITSCH SABINE LAHJA; TURNER NICHOLAS JOHN
    权利人:GENZYME LTD
    摘要:A method of synthesis of a material corresponding to the general formula:characterized in that it comprises a material corresponding to the following general formula:being cleaved as indicated enzymatically or non-enzymatically using acid catalysis in the presence of a nucleophile, wherein: R1 represents a group providing the site for exo-enzyme or acid hydrolysis; R2 represents an intermediate linked to a solid support; R3 represents a carbohydrate, (oligo-)saccharide, (glyco-)peptide, (glyco-)lipid or an organic molecule which is at least one of heterocyclic and aromatic in structure; X represents O, N(H), N(R''), C(O)O, S, C(O)N(H) or C(O)N(R''), R'' being a non-interfering group; and Support represents a solid support.

    专利号:US-2013004979-A1
    优先权日:2010-06-11
    标 题 :Glycosyltransferase reversibility for sugar nucleotide synthesis and microscale scanning
    发明人:THORSON JON S; GANTT RICHARD W; PELTIER-PAIN PAULINE MARIE JEANNE
    权利人:WISCONSIN ALUMNI RES FOUND; THORSON JON S; GANTT RICHARD W; PELTIER-PAIN PAULINE MARIE JEANNE
    摘要:The present invention generally relates to materials and methods for exploiting glycosyltransferase reversibility for nucleotide diphosphate (NDP) sugar synthesis. The present invention provides engineered glycosyltransferase enzymes characterized by improved reaction reversibility and expanded sugar donor specificity as compared to corresponding non-mutated glycosyltransferase enzymes. Such reagents provide advantageous routes to NDP sugars for subsequent use in a variety of biomedical applications, including enzymatic and chemo-enzymatic glycorandomization.

    专利号:US-9173892-B2
    优先权日:2011-04-18
    标题 :Acadesine derivatives, products and compositions including same, therapeutic uses thereof, and methods for synthesizing same
    发明人:BENHIDA RACHID; AUBERGER PATRICK; MALNUIT VINCENT; DRIOWYA MOHSINE; PUISSANT ALEXANDRE; ROBERT GUILLAUME
    权利人:BENHIDA RACHID; AUBERGER PATRICK; MALNUIT VINCENT; DRIOWYA MOHSINE; PUISSANT ALEXANDRE; ROBERT GUILLAUME; UNIV NICE SOPHIA ANTIPOLIS; CENTRE NAT RECH SCIENT; INST NAT SANTE RECH MED
    摘要:Acadesine derivatives as a drug, as well as the derivatives for the treatment of cancer and in particular for the treatment of chronic myeloid leukemia are described. Also, product containing the derivatives and at least one second active ingredient as a combination product for simultaneous, separate or sequential administration, in the treatment of cancer, as well as a pharmaceutical composition containing the derivatives and a pharmaceutically acceptable carrier are described. Finally, a method for inhibiting the in vitro cell proliferation including the placement of an in vitro cell in contact with the derivatives and methods for synthesis of said derivatives and methods for synthesis of the derivatives are described.

    专利号:US-6462183-B1
    优先权日:1997-02-28
    标 题 :Protected aminosugars
    发明人:TOTH ISTVAN; DEKANY GYULA; KELLAM BARRY
    权利人:ALCHEMIA PTY LTD
    摘要:The invention provides amine-protecting groups for use in solution phase or solid-phase oligosaccharide synthesis, in which a 2-substituted 1,3-dioxo compound is used to protect one or more primary amine groups of an aminosugar or gylycosylamine. The invention provides reagents, reagent kits, and methods for solution phase, solid-phase oligosaccharide synthesis.
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    合成参考文献


    摘要:Merino, P., Science of Synthesis, (2007) 29, 779.
    摘要:Demchenko, A. V.; De Meo, C., Science of Synthesis, (2007) 29, 1120.
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