CAS: 28708-32-9; (3R,4R,5R)-5-(Acetoxymethyl)Tetrahydrofuran-2,3,4-Triyl Triacetate

该化合物是一种高度功能化的碳水化合物衍生物,通常用作有机合成和制药应用的中间体,其主要优点包括高立体化学纯度,由对人工合成至关重要的界定的(3R,4R,5R)配置予以保证.多种乙酰集团的存在增强了其在聚合和聚合反应中的回动性,使其成为复杂分子框架的多用途前体.在标准储存条件下的稳定性和普通有机溶剂中的溶解性进一步便利了实验室环境中的处理.这种复合物对于需要精确立体控制的核克莱边模拟体和其他生物活性分子的合成特别有价值.

结构式图片

相似化合物

13035-61-5 144490-03-9 176299-71-1

上下游产品

L-(+)-arabinose acetic anhydride L-arabinose methyl 2,3,6-tri-O-acetyl-5-deoxy-L-arabino-hexofuranoside4'-methoxyphenyl α-L-arabinofuranoside Acetic acid (2R,3R,4S,5S)-4-acetoxy-5-acetoxymethyl-2-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(4-methoxy-phenoxy)-tetrahydro-furan-2-ylmethoxy]-tetrahydro-furan-3-yl ester Acetic acid (2S,3S,4R,5S)-4-acetoxy-2-((2R,3R,4S,5S)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yloxymethyl)-5-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester methyl 2,3,4-tri-O-benzoyl-6-S-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-6-thio-α-D-galactoyranoside

合成工艺路线路线简述

    📜D-核糖,乙酸酐置于吡啶体系中,用 二氯甲烷 用作溶剂,化学反应 12.0H,反应生成四乙酰核糖
    参考文献:钯在室温下使用糖和戊二烯鎓盐催化钯催化立体合成c-芳基糖苷† ‡
    标题:钯在室温下使用糖和戊二烯鎓盐催化钯催化立体合成c-芳基糖苷† ‡
    摘要:芳基的立体控制合成ç使用烯糖和芳基重氮盐在乙酸钯的存在下达到-Glycosides.宽范围的烯糖,包括d-Glucal,D-Galactal,大号-Rhamnal,D-Xylal和d-Ribal后行ç-Arylation在不同的芳基重氮四氟硼酸盐的存在下异头碳,并给合成有用2,3-脱氧3-酮-α-芳基-C ^-Glycosides以非常好至优异的产量.广泛的底物范围,简单的操作和室温反应使该方案在有机合成中非常有吸引力.
    Doi:10.1039/c8Ob01393D

    海关参考信息

    专利信息


    专利号:US-9266863-B2
    优先权日:2010-03-30
    标题 :Process for the synthesis of azacitidine and decitabine
    发明人:DE FERRA LORENZO; ZENONI MAURIZIO; TURCHETTA STEFANO; ANIBALDI MAURO; AMMIRATI ETTORE; BRANDI PAOLO; BERARDI GIORGIO
    权利人:DE FERRA LORENZO; ZENONI MAURIZIO; TURCHETTA STEFANO; ANIBALDI MAURO; AMMIRATI ETTORE; BRANDI PAOLO; BERARDI GIORGIO; CHEMI SPA
    摘要:Described herein is a process for the synthesis of azacitidine or decitabine, comprising the silylation of azacytosine in the presence of N,O-bis-trimethylsilyl-trifluoroacetamide. Such reaction is performed in an organic solvent, preferably aprotic, even more preferably selected from among dichloromethane, dichloroethane and/or acetonitrile. According to a further aspect of the process, 2 to 3 moles of N,O-bis-trimethylsilyl-trifluoroacetamide are used per mole of azacytosine, preferably from 2.2 to 2.5.

    专利号:US-11629163-B2
    优先权日:2017-06-30
    标题:Methods of synthesizing nicotinamide riboside
    发明人:MARCOTULLI ERIC; ALMINANA DAN; DELLINGER RYAN; MORRIS MARK; THAMATAM RAJESH
    权利人:ELYSIUM HEALTH INC
    摘要:Provided herein are efficient and scalable methods for the synthesis of nicotinamide riboside from riboside triacetate. Also provided are compositions comprising nicotinamide riboside, and therapeutic methods employing nicotinamide riboside.

    专利号:US-4914233-A
    优先权日:1988-03-01
    标题:Synthesis of beta-thymidine
    发明人:FRESKOS JOHN N; SENARATNE K PUSHPANANDA A
    权利人:ETHYL CORP
    摘要:A process is provided in which a mixture of alpha- and beta-anomers is converted selectively to the desired beta-thymidine. The process involves the following steps: (a) converting a mixture of alpha- and beta-anomers of tetra-O-acylribofuranose to tri-O-acyl-β-ribothymidine; (b) converting tri-O-acyl-β-ribothymidine to β-ribothymidine; (c) converting β-ribothymidine to 2,2'-anhydro-β-thymidine; (d) converting 2,2'-anhydro-β-thymidine to 2'-halo-2'-deoxy-5-methyluridine; and (e) converting 2'-halo-2'-deoxy-5-methyluridine to beta-thymidine. The mixture of alpha- and beta-anomers of tetra-O-acylribofuranose may be produced by any suitable procedure such as by converting lower alkyl ribofuranoside to the tetra-O-acylribofuranose mixture. The lower alkyl ribofuranosides may in turn be produced by various methods. However, a desirable way of effecting this conversion involves use of D-ribose as the starting material which is converted to the lower alkyl ribofuranoside.

    专利号:US-2004186283-A1
    优先权日:2003-03-17
    标题:Synthesis of 5-azacytidine

    专利号:US-7399754-B2
    优先权日:2005-06-16
    标 题:N2-quinoline or isoquinoline substituted purine derivatives
    发明人:WU ZHANGGUI
    权利人:WU ZHANGGUI
    摘要:Novel compound having the following formula: n nwherein W represents a hydrogen, an optionally substituted C 1-6 alkyl, an optionally substituted C 3-6 cycloalkyl, or an optionally substituted C 1-6 haloalkyl, Y represents a hydrogen, or a saccharide, Q represents a quinoline or isoquinoline. Also disclosed are a pharmaceutical compositions comprising the same, methods for treating cancer using the same, and methods for the synthesis of the same.

    专利号:EP-1600451-A2
    优先权日:1999-11-12
    标题 :Synthesis of 2'-deoxy-l-nucleosides

    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


    摘要:Yamada, H., Science of Synthesis, (2007) 30, 64.
    摘要:Robina, I.; Vogel, P., Science of Synthesis, (2008) 37, 657.
    📝 需求与反馈
    尽可能描述清楚需求与问题信息
    ×

    通知