CAS: 13265-84-4; (2R,3S,4R)-2-(Hydroxymethyl)-3,4-Dihydro-2H-Pyran-3,4-Diol

该化合物是一种有机化合物,被归类为单体脱氧素,是葡萄糖的衍生物,其特征是开锁结构,其一端有碳基(甲丁二烯),沿碳链有多种氢氧基.D-胶囊一般是白色的白色,非白色固体,由于其极分功能组,在水中可溶解.该混合物以其活性为名,特别是在凝胶反应中,使其在有机合成和碳水化合物化学中具有价值.D-胶囊可以进行各种变异,包括氧化和减少,并可以参与形成晶体的循环反应.其结构特征有助于其生物意义,因为它可以作为较复杂的碳水化合物的前体.此外, D-胶囊特性使其成为与甘质和其他生物蛋白有关的研究的一个主题.

结构式图片

相似化合物

2873-29-2 55628-54-1 4098-06-0

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

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合成工艺路线路线简述

    A-无水葡萄糖酯置于甲醇,高氯酸,Sodium,锌体系中,用 乙醚,水,溶剂黄146 用作溶剂,化学反应 1.67H,反应生成D-葡萄烯糖
    参考文献:Pd催化的二氢吡喃烯丙基烷基化级联反应:呋喃并[3,2-C ]吡喃的区域选择性合成
    标题:Pd催化的二氢吡喃烯丙基烷基化级联反应:呋喃并[3,2-C ]吡喃的区域选择性合成
    摘要:区域选择性钯催化的烯丙基烷基化级联反应由各种环状β-二羰基双亲核试剂和3,6-二氢-2 H-吡喃双亲电试剂形成呋喃[3,2-C ]吡喃.二氢吡喃底物中的烯丙基碳酸酯和异头甲硅烷氧基离去基团的组合允许控制该反应中许多区域化学的可能性.环合进行立体会聚,以从顺式或反式取代的起始原料产生顺式融合的呋喃吡喃.
    Doi:10.1021/ol400902D

    海关参考信息

    专利信息


    专利号:US-5532147-A
    优先权日:1991-08-06
    标题:Enzymatic method for synthesis of carbohydrates
    发明人:NILSSON KURT
    摘要:A synthetic method in which is included at least one process, which is characterized by that a glycosidase (EC 3.2) is used to catalyse a reaction between a partially protected galactose derivative, or a partially protected glucose derivative, and a glycosyl doner, which is an oligosaccharide or a monosaccharide glycoside, is described. The process is suitable for synthesis of carbohydrate derivatives or for synthesis of partially protected carbohydrate intermediates which are suitable for further synthesis e.g. of blood group determinants A and B, or other carbohydrates.

    专利号:WO-9407900-A1
    优先权日:1992-09-25
    标 题 :Synthesis of n-glycosylated compounds with the use of a mild, iodine-catalyzed reaction
    发明人:KOREEDA MASATO; HOUSTON TODD A
    权利人:UNIV MICHIGAN
    摘要:The invention concerns N-glycosylated derivatives of nitrogen nucleophile compounds. The invention also concerns a mild, cost effective, stereoselective, regioselective, and generally applicable method for the preparation of N-glycosides by N-glycosylation of azide and amide nucleophile compounds. The method employs iodine in a catalytic amount that uniquely does not pose an environmental hazard. The invention provides efficient access to key intermediates for the synthesis inter alia of analogs of AZT and DDI and for the synthesis of conventional N-nucleoside antibiotic drugs and their novel N-glycosylated analogs.

    专利号:US-4384998-A
    优先权日:1981-03-30
    标题:Synthesis of thienamycin from D-glucose
    发明人:DURETTE PHILIPPE L
    权利人:MERCK & CO INC
    摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.

    专利号:US-4448976-A
    优先权日:1981-03-30
    标题 :Chiral synthesis of thienamycin from D-gluocose
    发明人:DURETTE PHILIPPE L
    权利人:MERCK & CO INC
    摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.

    专利号:US-7102023-B2
    优先权日:1999-11-24
    标 题:Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries
    发明人:BUCHWALD STEPHEN L; PLANTE OBADIAH J; SEEBERGER PETER H
    权利人:MASSACHUSETTS INST TECHNOLOGY
    摘要:One aspect of the present invention relates to optionally substituted halogenated benzyl halides and the like. These compounds are useful as halogenated benzyl ether-based protecting groups for a variety of functional groups. Another aspect of the present invention relates to use of said protecting groups in an orthogonal protecting group strategy for the synthesis of complex molecules that comprise a number of suitable functional groups. Another aspect of the present invention relates to saccharides bearing various arrays of protecting groups of the present invention. Another aspect of the present invention relates to a method of synthesizing an oligosaccharide or glycoconjugate, comprising the steps of: using a saccharide bearing at least one protecting group of the present invention to glycosylate a second molecule to give a product comprising said saccharide; and removing a protecting group of the present invention from said product.

    专利号:US-4544502-A
    优先权日:1981-03-30
    标 题 :Chiral synthesis of thienamycin from D-glucose
    发明人:DURETTE PHILIPPE L
    权利人:MERCK & CO INC
    摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.
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    合成参考文献


    摘要:Wever, R.; Babich, L.; Hartog, A. F., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 226.
    参考文献:10.1016/s0008-6215(01)00203-8
    摘要:Boulineau FP, Wei A. Stereoselective synthesis of [13C]methyl 2-[15N]amino-2-deoxy-beta-D-glucopyranoside derivatives. Carbohydr Res. 2001 Sep 07;334(4):271–9. doi: 10.1016/s0008-6215(01)00203-8.
    参考文献:10.1016/j.bmcl.2006.05.079
    摘要:Sanhueza CA, Mayato C, García-Chicano M, Díaz-Peñate R, Dorta RL, Vázquez JT. Antiproliferation and apoptosis induced by C-glycosides in human leukemia cancer cells. Bioorganic & Medicinal Chemistry Letters. 2006 Aug;16(16):4223–7. doi: 10.1016/j.bmcl.2006.05.079.
    参考文献:10.1021/jo2002962
    摘要:Di Giacomo M, Serra M, Brusasca M, Colombo L. Stereoselective Pd-Catalyzed Synthesis of Quaternary α-d-C-Mannosyl-(S)-amino Acids. J. Org. Chem. 2011 Jun 02;76(13):5247–57. doi: 10.1021/jo2002962.
    参考文献:10.2349/biij.2.4.e57
    摘要:Yu S. Review of F-FDG Synthesis and Quality Control. Biomed Imaging Interv J. 2006 Oct;2(4):e57.
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