共查询到20条相似文献,搜索用时 46 毫秒
1.
B. Glöckner 《Monatshefte für Chemie / Chemical Monthly》1949,80(4):489-492
Ohne ZusammenfassungMit 1 Abbildung 相似文献
2.
Renaud Barbeyron Jean-Jacques Vasseur Carine Baraguey Michael Smietana 《Tetrahedron》2017,73(17):2468-2475
The iminodiacetic acid and aminodiethanol moieties are known for their ability to generate with boronic acids bicyclic structures having a strong intramolecular NB coordination. We describe here the convergent synthesis of 3′-deoxy-3′-iminodiacetic acid and 3′-deoxy-3′-aminodiethanol thymidine analogues. The abilities of these compounds to form boronate complexes with aliphatic or aromatic boronic acids were established by 1D and 2D 1H and 13C NMR. Moreover, conformational analysis of the newly synthesized compounds revealed a marked preference for an N-type sugar puckering. 相似文献
3.
《Tetrahedron: Asymmetry》2000,11(7):1527-1536
5-Phenyl-3-[(2′R,3′S)-3′-hydroxy-2′-dimethoxymethyltetrahydrofuran-3′-yl]-1,2,4-oxadiazole 10a and its epimer 11a, 5-methyl-3-[(2′R,3′S)-3′-hydroxy-2′-dimethoxymethyltetrahydrofuran-3′-yl]-1,2,4-oxadiazole 10b and its epimer 11b were synthesized from cyanohydrin benzoates 8a, 9a and cyanohydrin acetates 8b, 9b, respectively, by treatment with hydroxylamine in methanol via intramolecular transacylation and subsequent cyclization of the corresponding amidoximes. Hydrolysis and reduction of the dimethoxymethyl groups in the above compounds gave the desired compounds 12a, 13a, 12b and 13b. 相似文献
4.
JianSONG XiaoLeiWANG YueJunXIANG ChungK.CHU RaymondSCHINAZI KangZHAO 《中国化学快报》2004,15(2):135-137
β-2′,3′-Dideoxy-2′-fluoro-3′-hydroxymethylarabinofuranosylthymine 10 and cytosine 12 were synthesized from L-xylose and were found to be inactive against HIV-1 in acutely infected lymphocytes. 相似文献
5.
The carbocyclic nucleoside 3-deazaaristeromycin has shown biological promise but a library of its derivatives upon which to expand this property is lacking. To address this situation, the synthesis of the two diastereomers of 2′-fluoro-3-deazaaristeromycin is described in a multistep convergent process that calls upon d-ribose for construction of the cyclopentyl fluoro units. 相似文献
6.
A general method has been proposed for synthesizing 3-(3-acetyl-5-aroyl-1,3,4-oxadiazolyl-2)-chromones that has been based on conversion of 3-formylchromones to acylhydrazones and of theacylhydrazones into the heterocyclic chromones. 相似文献
7.
A facile procedure for the synthesis of 3-(2′-amino-3′-cyano-4′-arylpyrid-6′-yl)coumarins are being reported starting from 3- acetylcoumarin,aromatic aldehydes and malononitrile.The reactions were carded out on microwave irradiation in good yield with short time and easy work-up.The structures of all the compounds have been confirmed on the basis of their analytical,IR,~1H NMR, and mass spectral data. 相似文献
8.
The crystal structure of the title compound(C24H24N2O5, Mr = 420.45) has been determined by single-crystal X-ray diffraction. The crystal is of triclinic, space group P1 with a = 8.991(1), b = 11.166(1), c = 11.169(1) , α = 91.413(2), β = 105.887(2), γ = 90.992(2)°, V = 1077.8(2) 3, Z = 2, Dc = 1.296 g/cm3, F(000) = 444, μ(MoKα) = 0.091 mm-1, the final R = 0.0466 and wR = 0.1507 for 4185 observed reflections(I 2σ(I)). The single-crystal X-ray diffraction data indicated intermolecular C(17)–H(17)O(4), C(5)–H(5)… O(4) hydrogen bonds and C–H…π interaction in the structure. 相似文献
9.
C. R. Noe H. -P. Buchstaller G. Haberhauer A. Holzner 《Monatshefte für Chemie / Chemical Monthly》1997,128(5):509-527
Zusammenfassung Die Synthese von geschützten 2,3-Dideoxy-2-hydroxymethyl-nucleosiden wird beschrieben. Die durch ein Mehrstufenverfahren aus Isopropylidenglycerol erhaltenen Nucleoside können als Bausteine zur Darstellung von Oligonucleotiden verwendet werden, deren 2- und 5-Positionen über eine Etherbrücke verbunden sind.
Synthesis of 2,3-dideoxy-2-hydroxymethyl nucleosides
Summary The synthesis of protected 2,3-dideoxy-2-hydroxymethyl nucleosides is presented. The nucleosides, obtained in a multi-step procedure starting from isopropylideneglycerol, may be used as building blocks for the synthesis of 2,5-ether linked oligonucleotides.相似文献
10.
A. G. Mustafin R. R. Gataullin I. B. Abdrakhmanov L. V. Spirikhin G. A. Tolstikov 《Russian Chemical Bulletin》1998,47(10):2007-2008
A modified synthesis of 3′-azido-3′-deoxythymidine starting fromD-xylose is proposed.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2062–2063, October, 1998. 相似文献
11.
Abstract A new method was developed to prepare polymers with a saccharide in the main chain without blocking and deblocking procedures. The microbial oxidation product of isomaltulose, 3′-keto-isomaltulose, was converted to a diamine by reductive amination. The resulting diamine was employed as a difunctional monomer for direct polyaddition with diisocyanates. The polyureas formed were characterized by IR, 13C NMR, light scattering, and viscosity measurements. 相似文献
12.
G. A. Tolstikov A. G. Mustafin R. R. Gataullin I. B. Abdrakhmanov A. G. Plyasunova A. G. Pokrovskii 《Chemistry of Natural Compounds》1993,29(1):113-115
2,3-Didehydro-3-deoxythymidine has been obtained with an overall yield of 10% by the condensation of 1,2-di-O-acetyl-3,5-di-O-benzoyl-D-xylofuranose with bis-(dimethylsilyl)thymine and a series of subsequent transformations. The anti-HIV activity of the compound obtained was studied on the model of MT-4 lymphoid cells primarily infected with HIV-1. It was found that the substance effectively inhibits the reproduction of HIV-1 in a cell culture.Institute of Organic Chemistry, Ural Branch, Russian Academy of Sciences, Ufa. Vector Scientific-Production Association, Kil'tsovo, Novosibirsk Province. Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 133–136, January–February, 1993. 相似文献
13.
Tsutomu Tsuchiya Yoshiaki Takahashi Makoto Endo Sumio Umezawa Hamao Umezawa 《Journal of carbohydrate chemistry》2013,32(4):587-611
2′,3′-Dideoxy-2′-fluorokanamycin A (23) was prepared by condensation of 6-azido-4-0-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hexopyranosyl bromide (13) and a protected disaccharide (19). Methyl 4,6-0-benzylidene-3-deoxy-β-D-arabino-hexopyranoside (5) prepared from methyl 4,6-0-benzylidene-3-chloro-3-deoxy-β-D-allo-hexopyranoside (1) by oxidation with pyridinium chlorochromate followed by reduction with Na2 S2O4 was fluorinated with the DAST reagent to give methyl 4,6-O-benzylidene-2,3-dideoxy-2-fluoro-β-D-ribo-hexopyranoside (7). Successive treatment of 7 with NBS, NaN3 and SOBr2 gave 13. The structure of the final product (23) was determined by the 1H and 19F and shift-correlated 2D NMR spectra. 相似文献
14.
S. Madan Kumar 《合成通讯》2013,43(5):793-802
The nucleophilic substitution of the nitro group in 5-nitrobenzofurazan-3-oxide is studied undder soild-liquid phase-transfer catalysis (PTC) conditions. 相似文献
15.
Li Zhang Cai-Rong Zhou Zhong-Ping Liu Ming-Xing Huang 《Journal of Thermal Analysis and Calorimetry》2014,117(1):355-360
The melting temperature, melting enthalpy, and specific heat capacities (C p) of 5′-deoxy-5′-iodo-2′,3′-O-isopropylidene-5-fluorouridine (DIOIPF) were measured using DSC-60 Differential Scanning Calorimetry. The melting temperature and melting enthalpy were obtained to be 453.80 K and 33.22 J g?1, respectively. The relationship between the specific heat capacity and temperature was obtained to be C p/J g?1 K?1 = 2.0261 – 0.0096T + 2 × 10?5 T 2 at the temperature range from 320.15 to 430.15 K. The thermal decomposition process was studied by the TG–DTA analyzer. The results showed that the thermal decomposition temperature of DIOIPF was above 487.84 K, and the decomposition process can be divided into three stages: the first stage is the decomposition of impurities, the mass loss in the second stage may be the sublimation of iodine and thermal decomposition process of the side-group C4H2O2N2F, and the third stage may be the thermal decomposition process of both the groups –CH3 and –CH2OCH2–. The obtained thermodynamic basic data are helpful for exploiting new synthetic method, engineering design, and commercial process of DIOIPF. 相似文献
16.
17.
18.
H. M. Abdel-Bary A. A-H Abdel-Rahman E. B. Pedersen C. Nielsen 《Monatshefte für Chemie / Chemical Monthly》1995,126(6-7):811-817
Summary 2-O-Ethyluracil and 2-O-ethylthymine were silylated with 1,1,1,3,3,3-hexamethyldisilazane and condensed in the presence ofTMS triflate with 2,3-dideoxy-3-fluoro-D-erythro-pentofuranoside, 3-azido-2,3-dideoxy-D-erythro-pentofuranoside, and 2,3-dideoxy-3-phthalimido--D-erythro-pentofuranose derivatives to give the corresponding 2-O-ethyl nucleosides. Deprotection with saturated methanolic ammonia afforded the 2,3-dideoxy-3-fluoro-2-O-ethyluridines, whereas 3-azido-2,3-dideoxy-3-O-ethyluridine was obtained by deprotection with tetrabutylammonium fluoride in tetrahydrofuran. 3-Amino-2,3-dideoxy-3-O-ethyluridine could be obtained only by treatment of the corresponding 3-azido nucleoside with triphenylphosphine in pyridine. 3-Deoxy-2-O-ethyl-3-fluorothymidine (6b) showed moderate activity against HIV-1.
Synthese von 2-O-Ethyl-Analogen von 3-Azido- und 3-Fluor-23-dideoxyuridinen und Bestimmung ihrer biologischen Aktivität gegenüber HIV
Zusammenfassung 2-O-Ethyluracil und 2-O-Ethylthymin wurden mit 1,1,1,3,3,3-Hexamethyldisilazan silyliert und in Gegenwart vonTMS-triflat mit 2,3-Dideoxy-3-fluoro-D-erythro-pentofuranosid, 3-Azido-2,3-dideoxy-D-erythro-pentofuranosid und 2,3-Dideoxy-3-phthalimido--D-erythro-pentofuranosederivaten zu den entsprechenden 2-O-Ethyl-Nucleosiden umgesetzt. Entfernung der Schutzgruppe mit gesättigter methanolischer Ammoniaklösung lieferte 2,3-Dideoxy-3-fluor-2-O-ethyluridin; 3-Azido-2,3-dideoxy-3-O-ethyl-uridin wurde durch Entschützung mit Tetrabutylammoniumfluorid in Tetrahydrofuran erhalten. 3-Amino-2,3-dideoxy-3-O-ethyl-uridin konnte nur durch Behandeln des entsprechenden 3-Azido-Nucleosids mit Triphenylphosphin in Pyridin hergestellt werden. 3-Deoxy-2-O-ethyl-3-fluor-thymidin (6b) zeigt geringe Aktivität gegenüber HIV-1.相似文献
19.
利用量子化学密度泛函理论B3LYP方法和3-21G基组对HIV-1 逆转录酶抑制剂3′-叠氮-3′-去氧胸苷(AZT)中围绕核苷键的内旋转进行了计算研究, 得到内旋势能曲线. 对势能曲线上各驻点, 又在B3LYP/6-31G*水平上进行构型全优化和频率分析计算. 在计算得到的势能曲线上有两个能量相近的极小点, 其中一个能量极小点对应的构型的三个重要参数(P, χ , 和γ )与在3′-叠氮-3′-去氧胸苷5′-三磷酸盐与HIV-1逆转录酶结合时的AZT活性构型相符. 相似文献
20.
Yayun Qiu Zixing Li Fangmin Ning Dandan Tang Huansheng Chen 《Journal of heterocyclic chemistry》2024,61(1):127-136
A new synthesis of 3′-deoxy-3′-fluoroadenosine for use as an important intermediate of antitumor-active cyclic dinucleotide is disclosed. The synthesis started with the known 5-O-TBDPS-D-lyxofuranose 1,2-acetonides, which was first transformed into a fluorinated compound after the DAST reaction. Desilylation and acidic methanolysis were then finished in one pot. After a sequence of triflation, displacement by OBz as well as benzoylation, perbenzoylated 3-deoxy-3-fluoro-D-ribofuranoside was obtained, which would be transformed to 3′-deoxy-3′-fluoroadenosine as the key intermediate of cyclic dinucleotide after ammonolysis. 相似文献