CAS: 20031-21-4; (3Ar,5R,6S,6Ar)-5-(Hydroxymethyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol

该化合物是具有硬性双环结构,具有高立体化学纯度和稳定性的二醇衍生物,其功能组,包括氢氧基和氢氧基聚醚,使其成为有机合成的多种中间体,特别是用于制造复杂的碳氢化合物模拟物和核分子.该化合物定义的立体化学能确保不对称合成的精确控制,而二氧烷保护组则在各种反应条件下增强其稳定性.其效用包括药物研究,作为抗病毒剂和抗癌剂的关键前体,以及用于设计功能化聚合物的材料科学.该产品具有一贯的纯度和再生性,符合严格的研究和工业要求.

结构式图片

相似化合物

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CAS号67-64-1 丙酮 | CAS号20881-04-3 双丙酮-D-木糖 | CAS号14742-26-8 甲醇-13C | CAS号20590-53-8 1,2-O-Isopropyl... | CAS号330151-22-9 1,2-O-Isopropyl... | CAS号87-72-9 L-阿拉伯糖 | CAS号77-76-9 2,2-二甲氧基丙烷 | CAS号20590-53-8 1,2-O-Isopropyl... | CAS号18685-26-2 a-D-Xylofuranos... | CAS号50-89-5 beta-胸苷 | CAS号3056-17-5 司他夫定 | CAS号58-86-6 D-木糖 | CAS号29581-01-9 a-D-Xylofuranos... | CAS号53167-11-6 (3aR,5S,6S,6aR)... | CAS号10300-20-6 (4-methoxy-7,7-... | CAS号134379-77-4 Dexelvucitabine | CAS号161110-00-5 N-苯甲酰基-3'-脱氧-胞苷

合成工艺路线路线简述

    D-吡喃木糖置于硫酸体系中,用 丙酮 用作溶剂,化学反应 0.5H,以85%的收率获得1,2-O-异亚丙基-Alpha-D-呋喃木糖
    参考文献:α-D-葡萄糖基和α-D-呋喃木糖苷基套索醚的合成和络合能力
    标题:α-D-葡萄糖基和α-D-呋喃木糖苷基套索醚的合成和络合能力
    摘要:手性 Monoaza-15-Crown-5 套索醚连接到 1,2-O-Isopropylidene-α-D-Glucofuranoside 单元 (10-13),Monoaza-16-Crown-5套索套索醚与 1,2-O-融合已经合成了异亚丙基-α-D-呋喃葡萄糖苷-(18) 和 1,2-O-异亚丙基-α-D-呋喃木糖苷单元 (23 和 24).在二氯甲烷-水系统中研究了这些大环化合物的碱金属和苦味酸铵萃取能力.一般来说,对于几乎所有的阳离子,15 元大环化合物(10-13)比 16 元套索醚(18,23 和 24)具有更显着的萃取能力.以α-D-呋喃葡萄糖苷为基础的三苯甲基(三苯甲基)醚衍生物(18)制备增塑pvc膜电极(ise),并用分段夹心膜法测定其电位选择性和络合物形成常数.此外,还通过竞争性 Esi-Ms 实验测量了离子载体对不同金属离子的结合亲和力.其中一种基于 1,2-O-异亚丙基-α-D-呋喃葡萄糖苷的套索醚
    Doi:10.1007/s10847-016-0601-8

    海关参考信息

    专利信息


    专利号:US-7888337-B2
    优先权日:2007-08-31
    标 题 :Synthesis of oseltamivir containing phosphonate congeners with anti-influenza activity
    发明人:WONG CHI-HUEY; FANG JIM-MIN; SHIE JIUN-JIE; CHENG YIH-SHYUN EDMOND; JAN JIA-TSRONG
    权利人:ACADEMIA SINICA
    摘要:Novel phosphonate compounds are described. The compounds have activity as neuraminidase inhibitors against wild-type and H274Y mutant of H1N1 and H5N1 viruses. The present disclosure also provides an enantioselective synthetic route to known neuraminidase inhibitors oseltamivir and the anti-flu drug Tamiflu®, as well as novel phosphonate compounds, via D-xylose. Another efficient and flexible synthesis of Tamiflu and the highly potent neuraminidase inhibitor Tamiphosphor was also achieved in 11 steps and >20% overall yields from the readily available fermentation product (1S-cis)-3-bromo-3,5 -cyclohexadiene-1,2-diol. Most of the reaction intermediates were obtained as crystals without tedious purification procedures. The key transformations include an initial regio- and stereoselective bromoamidation of a bromoarene cis-dihydrodiol, as well as the final palladium-catalyzed carbonylation and phosphonylation.

    专利号:US-2007065922-A1
    优先权日:2005-09-21
    标题 :Biocatalytic synthesis of aminodeoxy purine N9-beta-D-nucleosides containing 3-amino-3-deoxy-beta-D-ribofuranose, 3-amino-2,3-dideoxy-beta-D-ribofuranose, and 2-amino-2-deoxy-beta-D-ribofuranose as sugar moieties
    发明人:BARAI VLADIMIR N; EROSHEVSKAYA LUDMILLA A; MIKHAILOPULO IGOR A; AZHAYEV ALEX V; LAPINJOKI SEPPO P
    权利人:METKINEN OY
    摘要:Purine N 9 -β-D-nucleosides containing 3-amino-3-deoxy-β-D-ribofaranose, 3-amino-2,3-dideoxy-β-D-ribofuranose, and 2-amino-2-deoxy-β-D-ribofuranose as sugar moieties are synthesized by biocatalytic transglycosylation of purine bases and the respective 3′-amino-3′-deoxyuridine, 3′-amino-3′-deoxythymidine and 2′-amino-2′-deoxyuridine as donors of the carbohydrate moiety, and the cells of Escherichia coli as a biocatalyst or glutaraldehyde (GA) treated cells of Escherichia coli as a biocatalyst or a mixture of thymidine (uridine) phosphorylase and purine nucleoside phosphorylase.

    专利号:US-12060384-B2
    优先权日:2019-02-05
    标题 :Synthesis of 1,2,5-tri-o-benzoyl-3-dibenzylamino-3-deoxyribose as intermediate for producing 3′-amino-3′-deoxyadenosine and 3′-amino-3′-deoxyguanosine and the protected derivatives thereof
    发明人:YUAN CHANGXIA; SCHMIDT MICHAEL ANTHONY; ORTIZ ADRIAN; ROGERS AMANDA J; ZHU JASON J; XU ZHONGMIN; YU MIAO; SIMMONS ERIC M; WU SHULIN
    权利人:BRISTOL MYERS SQUIBB CO
    摘要:The invention generally relates to improved processes for the preparation of intermediates of a cyclic dinucleotide which is useful as a STING agonist.

    专利号:US-3699103-A
    优先权日:1970-10-07
    标 题 :Process for the manufacture of 5-desoxy-l-arabinose and novel intermediates
    发明人:KISS JOSEPH
    权利人:HOFFMANN LA ROCHE
    摘要:A MULTI-STEP, STEREO-SPECIFIC SYNTHESIS OF 5-DESOXY-LARABINOSE FROM THE READILY AVAILABLE AND INEXPENSIVE STARTING MATERIALS D-GLUCOSE OR D-XYLOSE IS DISCLOSED. 5-DESOXYL-ARABINOSE IS A KNOWN BUILDING BLOCK FOR THE MANUFACTURE OF BIPTERIN, A NATURALLY OCCURING MATERIAL HAVING USES AS A GROWTH FACTOR, AND ANTIOXIDANT, AND AS A PRECURSOR FOR CO-FACTORS OF ENZYMES LEADING TO THE PRODUCTION OF VALUABLE AMINO ACIDS SUCH AS PHENYLALANINE, TRYPTOPHAN AND L-DOPA. L-DOPA IS A VALUABLE MEDICAMENT WHICH HAS RECENTLY BEEN LICENSED IN THIS COUNTRY FOR USE IN THE TREATMENT OF PARKINSON''S DISEASE.

    专利号:US-2012289733-A1
    优先权日:2011-05-11
    标 题 :Novel borate derivatives and their applications
    发明人:HEISE GLENN L; MYSLINSKA MALGORZATA
    权利人:HEISE GLENN L; MYSLINSKA MALGORZATA; ANDERSON DEV CO
    摘要:Borates, compositions comprising chiral (cyclic and acyclic) and achiral (cyclic and acyclic) borates; chiral (cyclic and acyclic) and achiral (cyclic and acyclic) biborates; and methods for their synthesis. Additionally, a significantly improved synthetic protocol for the synthesis of wide range of boronates starting from borates or biborates and Grignard or organolithium reagents that can be used for kilo lab and commercial scale production.

    专利号:US-5880294-A
    优先权日:1996-05-16
    标 题 :D-pentofuranose derivatives and process for preparing the same
    发明人:NOMURA MAKOTO; KAZUNO HIDEKI; SATO TSUTOMU; WASHINOSU MASATO; TANAKA MOTOAKI; MATSUDA AKIRA; ASAO TETSUJI
    权利人:TAIHO PHARMACEUTICAL CO LTD
    摘要:The present invention relates to D-pentofuranose derivatives represented by the following formulas (1) through (4): ##STR1## (wherein A represents a chlorobenzoyl group; R 1 represents a hydrogen atom, an aliphatic lower acyl group, a substituted or unsubstituted benzoyl group; each of X and Y represents a lower alkyl group; Z represents an ethynyl group or tri-lower alkyl silylethynyl group; the sugar moiety in formula (1) represents xylose; and the sugar moiety of each of formulas (3) and (4) represents ribose). The present invention also relates to a process for preparing the compound (2) characterized by oxidizing the compound of formula (1) with a hypochlorite in the presence of a catalytic amount of 2,2,6,6-tetramethylpiperidinoxy compound, and these compounds are useful as intermediates in the synthesis of 3'-C-substituted ribonucleoside derivatives having excellent antitumor activities.
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    合成参考文献


    摘要:Carbery, D., Science of Synthesis Knowledge Updates, (2010) 3, 159.
    摘要:Kleemann A., Kutscher B., Reichert D., Bossart M., Pharmaceutical Substances, Thieme [Online], Stuttgart, (2025).
    摘要:Joosten, A.; Brioche, J., Science of Synthesis: Modern Strategies in Organofluorine Chemistry , (2024) 1, 6.
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