Pyrimidine glycosides, preparation

Little is known about the chemistry of silver(I) complexes of unsubstituted pyrimidine however, an extensive range of substituted pyrimidine complexes have been investigated due to their use in the preparation of nucleic acid constituents.85 94 In these reactions, which lead to the formation of glycosides, silver salts of uracils or thymines are treated with poly-0-... 

By the alkylation of N-benzoyl uracil with the chiral 2-trityloxy-oxirane was obtained glycoside-like derivative N-[l-(2-hydroxy-3-trityloxy-propyl)-2-oxo-l,2-dihydroxypyrimidin-4-yl]-N-methylbenzamide as a single isomer. From N-[1-(2-hydroxy-3-trityloxy-propyl)-2-oxo-l,2-dihydroxypyrimidin-4-yl]-N-methylbenzamide and toluene-(4-sulfomethyl)phosphonic acid diethyl ester was prepared [2-[(benzoylmethylamino)-2-oxo-2H-pyrimidin-l-yl]-l-trityloxymethylethoxymethyljphosphonic acid diethyl ester. As a result of... 

Two pyrimido[4,5-6][l,4]oxazin-7-one derivatives (185) have been prepared from 4,5-diamino-pyrimidin-6( 1 //)-one derivatives (184) and ethyl pyruvate. One of these derivatives is a very unusual glycoside. It is remarkable that 5-amino-2-methylthio-4-/i-D-[(tri-0-acetyl)xylopyranosylamino]-pyrimidin-6( 1 //)-one gives 32% of the expected pyrimido[4,5-6][l,4]oxazin-7-one, whereas the... 

These glycosides can be prepared by inserting the carbohydrate moiety into a suitable pyrimidine or triazole nucleus, followed by ring closure (see Section IV). However, the sugar residue is often introduced into a preformed 8-azapurine nucleus, and four principal methods are available. These may be termed the sieves, fusion, mercuric, and classic methods. 

There has been a report on the preparation of triazole and pyrimidine homo-C-nucleosides, which were made from C-glycosides such as (150),244 and further nucleocyclitols similar to those reported earlier (Vol. 18, p.202) have been described.245... 

N-Glycosides (21) of 3-deoxy-D-g/ycero-D-ga/acto-2-nonulosonic acid (KDN) have been prepared. Use of a glycosyl acetate as donor towards silylated bases gave mixtures of a- and P-anomers, whilst the peracetylated p-glycosyl chloride and sodium salts of the pyrimidines gave just the a-nucleosides, albeit in modest yields. ... 

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