CAS: 155-30-6; (2R,3R,4S,5R,6S)-2-(Hydroxymethyl)-6-(Methylthio)Tetrahydro-2H-Pyran-3,4,5-Triol

该化合物是雌激素的硫醚衍生物,特别是甲基甘蓝表面,该化合物具有硫醚功能组,硫磺原子与伽绿表面结构的碳结合在一起,通常用于生物化学研究,特别是涉及凝胶和碳水化合物化学的研究;甲基组的存在增强了其在有机溶剂中的溶解性,使其在各种合成应用中有用.甲基一二二二-二-二-星光色表面可以作为甘蓝的基质,催化甘蓝介质水解的酶,并经常用于蛋白结层的合成,其稳定性和再活性在不同的条件下使它成为研究碳水化合物相互作用和改变的宝贵工具.与许多化学物质一样,妥善处理和安全防范与使用这种物质的潜在危害有关,是不可或缺的.

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7473-36-1 13533-58-9 367-93-1

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CAS号55722-48-0 甲基 2,3,4,6-O-四乙... | CAS号4163-60-4 β-D-半乳糖五乙酸酯 | CAS号40591-65-9 2-(2,3,4,6-四邻乙酰... | CAS号3068-32-4 2,3,4,6-四乙酰氧基-a... | CAS号3908-55-2 三甲基甲硫基硅烷 | CAS号5188-07-8 甲硫醇钠 | CAS号55722-48-0 甲基 2,3,4,6-O-四乙... | CAS号97205-08-8 (2S,3R,4S,5S,6R...

合成工艺路线路线简述

    📜Beta-D-半乳糖五乙酸酯置于三氟化硼乙醚 4 A Molecular Sieve,Sodium Methylate体系中,用 甲醇,二氯甲烷 用作溶剂,化学反应 62.17H,反应生成甲基-1-硫代-β-D-半乳糖苷
    参考文献:B族链球菌共同抗原的二糖,三糖和四糖单元的合成.
    标题:B族链球菌共同抗原的二糖,三糖和四糖单元的合成.
    摘要:2,3-O-异亚丙基-α-L-鼠李吡喃糖苷与亚硝酰基活化的甲基3,4,6-三-O-乙酰基-2-脱氧-2-邻苯二甲酰亚胺基-1-硫代β-D-吡喃葡萄糖苷的缩合四氟硼酸酯给出了极好的收率的被保护的二糖9,该二糖被转化为糖基受体11.从d-半乳糖五烯得到的2,3,4,6-四-O-乙酰基-1-硫代-β-D-吡喃半乳糖苷-乙酸盐和甲基三甲基甲硅烷基硫醚在三氟化硼醚化物的催化下转化为糖基供体25,在卤化物离子催化下与11缩合,得到三糖衍生物26.27的鼠李糖基化反应通过26的选择性脱保护得到的,得到保护的四糖29.将10,26和29脱保护得到二-(2),三(3)和四糖(4)甲基糖苷,它们构成b组链球菌的组特异性多糖抗原.
    Doi:10.1016/0008-6215(88)84110-7

    海关参考信息

    专利信息


    专利号:US-2004058888-A1
    优先权日:2000-01-13
    标题:Methods for synthesis of alpha-d-gal (1~>3) gal-containing oligosaccharides
    发明人:BORNAGHI LAURENT; DEKANY GYULA; DRINNAN NICHOLAS BARRY; PAPAGEORGIOU JOHN; WEST MICHAEL LEO
    摘要:This invention relates to reagents and methods for synthesis of biologically active di- and tri-saccharides comprising α-D-Gal(1→3)-D-Gal. In particular the invention provides novel reagents, intermediates and processes for the solution or solid phase synthesis of α-D-galactopyranosyl-(1→3)-D-galactose, and derivatives thereof. In one preferred embodiments the invention provides a protected monosaccharide building block of general formula (II): in which R 3 is methoxy or methyl; R 1 is H, benzoyl, pivaloyl, 4-chlorobenzoyl, acetyl, chloroacetyl, levulinoyl, 4-methylbenzoyl, benzyl, 3,4-methylenedioxybenzyl, 4-methoxybenzyl, 4-chlorobenzyl, 4-acetamidobenzyl, or 4-azidobenzyl; and R 2 is H, Fmoc, benzoyl, pivaloyl, 4-chlorobenzoyl, acetyl, chloroacetyl, levulinoyl, 4-methylbenzoyl, benzyl, 3,4-methylenedioxybenzyl, 4-methoxybenzyl, 4 -chlorobenzyl, 4-acetamidobenzyl, or 4-azidobenzyl.

    专利号:US-2014323705-A1
    优先权日:2011-05-13
    标题:Manufacture of lacto-n-tetraose
    发明人:HEDEROS MARKUS; DEKANY GYULA; DEMKÓ SÃ?NDOR; Kovács Imre; BAJZA ISTVÃ?N
    权利人:HEDEROS MARKUS; DEKANY GYULA; DEMKÓ SÃ?NDOR; Kovács Imre; BAJZA ISTVÃ?N
    摘要:The present invention relates to the synthesis of the tetrasaccharide of formula (I) and novel intermediates used in the synthesis.

    专利号:US-6953850-B1
    优先权日:1999-01-18
    标题:Protecting groups for carbohydrate synthesis
    发明人:DEKANY GYULA; PAPAGEROGIOU JOHN; BORNAGHI LAURENT FRANCOIS
    权利人:ALCHEMIA PTY LTD
    摘要:The invention provides collections of orthogonally-protected monosaccharides as universal building blocks for the synthesis of glycoconjugates of non-carbohydrate molecules, neo-glycoconjugates and oligosaccharides. This orthogonal protection strategy allows for the specific deprotection of any substituent ono the saccharide ring, and greatly facilitates targeted or library-focused carbohydrate-related syntheses. In particular, the invention provides a universal monosaccharide building block of General Formula (I) or General Formula (II) in which A is a leaving group; X is hydrogen, O, N or N 3 ; X 1 is hydrogen, —CH 2 O—, —CH 2 NH—, —CH 3 , —CH 2 N 3 or —COO—; and B, C, D and E are protecting groups that can be cleaved orthogonally, and in which B, C, D and E are absent when X is hydrogen or N 3 , and E is absent when X 1 is hydrogen, CH 3 or N 3 .

    专利号:EP-1257558-A1
    优先权日:2000-01-13
    标 题:Methods for synthesis of alpha-d-gal (1- 3) gal-containing oligosaccharides

    专利号:JP-2001505558-A
    优先权日:1996-11-15
    标 题:Combinatorial synthesis of hydrocarbon libraries

    专利号:WO-0151499-A1
    优先权日:2000-01-13
    标题:METHODS FOR SYNTHESIS OF α-D-GAL (1→3) GAL-CONTAINING OLIGOSACCHARIDES

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Dong Gu Lee, Et Al. Novel Dammarane-Type Triterpene Saponins From Panax Ginseng Root. Chem Pharm Bull (Tokyo). 2015;63(11):927-34.
    [参考文献]: G V S M Carrera, Et Al. Co2 Capture Systems Based On Saccharides And Organic Superbases. Faraday Discuss. 2015:183:429-44.
    [参考文献]: Lucas Willmann, Et Al. Exometabolom Analysis Of Breast Cancer Cell Lines: Metabolic Signature. Sci Rep. 2015 Aug 21:5:13374.
    [参考文献]: Parunya Chaiyawat, Et Al. Alteration Of O-Glcnacylation Affects Serine Phosphorylation And Regulates Gene Expression And Activity Of Pyruvate Kinase M2 In Colorectal Cancer Cells. Oncol Rep. 2015 Oct;34(4):1933-42.
    [参考文献]: Sherry C Wen, Et Al. Lung Cd8+ T Cell Impairment Occurs During Human Metapneumovirus Infection Despite Virus-Like Particle Induction Of Functional Cd8+ T Cells. J Virol. 2015 Sep;89(17):8713-26.

    合成参考文献

    合成方法参考DOI号:10.1016/0008-6215(88)84110-7
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