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2',3'-carbonates of 8-hydroxypurine nucleosides 总被引:1,自引:0,他引:1
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J. Ignacio Andrés Rosario Herranz M. Teresa García López 《Journal of heterocyclic chemistry》1984,21(4):1221-1224
The synthesis of 6-methyl-7-(β-D-ribofuranosyl)imidazo[4,5-d]-v-triazin-4-one (8-methyl-2-azainosine ( 2) ) and 6-methyl-7-(β-D-glucopyranosyl)imidazo[4,5-d]-v-triazin-4-one ( 5 ) by diazotization of 5-amino-1-(β-D-ribofuranosyl)-2-methylimidazole-4-carboxamide ( 1 ) and diazotization of 5-amino-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-methylimidazole-4-carboxamide ( 3 ), followed by deacetylation of the resulting compound 4 , is described. The preparation of 6-methyl-5-(β-D-ribofuranosyl)imidazo[4,5-d]-v-triazin-4-one ( 10 ) and 6-methyl-5-(β-D-glucopyranosyl)imidazo[4,5-d]-v-triazin-4-one ( 11 ) by glycosylation of 6-methylimidazo[4,5-d]-v-triazin-4-one (8-methyl-2-azahypoxanthine, ( 7) ) is also described. Structural assignments were made on basis of analytical and 1H-nmr and uv spectral data. 相似文献
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Sang‐Gyeong Lee Deok‐Heon Kweon Yong‐Jin Yoon 《Journal of heterocyclic chemistry》2001,38(5):1179-1183
This paper presents the synthesis of novel pyridazine nucleosides containing the dicyanomethylene group and pyrrolo[2,3‐c]pyridazine nucleoside. 相似文献
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The synthesis of the first examples of Class II mesoionic xanthine nucleosides is described. Tri-O-acetylribofuranosylaminothiazole is cyclized by condensation with bis (2,4,6-tri-chlorophenyl) malonate and the resultant product is de-protected to yield (8-β--ribofuranosyl-5-hydroxy-7-oxothiazolo [3,2-a] pyrimidinium hydroxide); the glucosyl derivative is prepared in a similar manner. 相似文献
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The synthesis of a series of new nucleosides, including ribo-, 2′-deoxyribo- and arabinofuranosides of 5-(S-methyl)mercapto-substituted uracil, 4-thiouracil, and cytosine is described. The synthetic methods employed include condensation reactions of the silylated pyrimidine with blocked sugar halides, as well as transformations of both the base and sugar moieties. The separated α and β anomers were identified by nmr spectra as well as by unambiguous synthetic routes or interconversions. 相似文献
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The synthesis of some [6:6]- or [6:5]-fused bicyclic pyridazin-6-one nucleosides, starting from 4,5-dichloro-3-nitro(or amino) and 3-hydrazinopyridazin-6-one nucleosides is described. 相似文献
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Gabor L. Szekeres Roland K. Robins Kay H. Boswell Robert A. Long 《Journal of heterocyclic chemistry》1975,12(1):15-19
Acetylation of 8-amino-9-β-D-ribofuranosylpurin-6-one (III), followed by chlorination of the tetraacetyl derivative 8-acetamido-9-(2,3,5-tri-O-aeetyl-β-D-ribofuranosyl)purin-6-one (IV) with phosphorus oxychloride yielded 8-aeetamido-6-ehloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-purine (V). The 6-chloro substitutent of V was readily displaced with thiourea to give, after treatment with sodium methoxide 8-acetamido-9-β-D-ribofuranosylpurine-6-thione (VIII). Chlorination of 8-bromo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purin-6-one (IX) yielded 6,8-dichloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (X), which underwent nucleophilic displacement with ethanolic ammonia selectively in the 8 position. The resulting 8-amino-6-chloro-9-β-D-ribofuranosylpurine (VII) was converted to 8-amino-9-β-D-ribofuranosylpurine-6-thione (I), 8-amino-6-methylthio-9-β-D-ribofuranosylpurine (II), and to 8-amino-6-hydrazino-9-β-D-ribofuranosylpurine (XI). 相似文献
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F. F. Blanko I. A. Korbukh M. N. Preobrazhenskaya H. Dorn 《Chemistry of Heterocyclic Compounds》1981,17(11):1102-1104
N-Glucoside analogs of the antibiotic pyrazofurine were obtained by fusion of 3-hydroxy-4-ethoxycarbonylpyrazole with tetra-O-acetyl-ß-D-ribofuranose in the presence of iodine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1512–1514, November, 1981. 相似文献
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通过呋喃汞盐与溴代木糖的偶合,合成5个新碳核甙;经过元素分析,^1HNMR,^13CNMR,MS,IR确定了它们的结构;并检验了其中两个化合物对α-及β-硫代葡糖苷酶的抑制活性。 相似文献
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Synthesis and stability of exocyclic triazine nucleosides 总被引:1,自引:0,他引:1
Synthesis and stability studies of exocyclic amino triazine nucleosides were performed. Stability of the nucleosides was found to be dependent on triazine ring electron density, solvent, and pH. The nucleosides were found to be more stable when the triazine ring was electron deficient, in high pH aqueous solutions and in aprotic solvents. 相似文献