- Pyrimidine to pyrimidine transformation process
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There is provided a novel process for pyrimidine to pyrimidine transformations by the displacement of the 1,2,3-portion of a pyrimidine by a 1,3-ambident nucleophile. The novel process requires that the 1 and 3 nitrogens of the pyrimidine moiety be substituted. The novel process makes available, inter alia, novel uracils, simple methods of radioisotopically labeling pyrimidine nuclei, a simple and inexpensive method of preparing the important antiviral and antileukemic material pseudoisocytidine and its new active analog 2'-deoxypseudoisocytidine.
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- 2,4-Dichloro-5-(β-D-ribofuranosyl) pyrimidines and substituted derivatives
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A C-nucleoside compound, 2,4-dichloro-5-(2,3,5-Tri-O-acetyl-β-D-Ribofuranosyl)pyrimidine, useful as a primary starting material in the synthesis of various C-nucleoside compounds having antitumor, antiviral and/or antibacterial activity. A structural formula is as follows: STR1 The location of the 2,4-dichloro members on the heterocycle, with the active sites of the carbohydrate being blocked, provides an intermediate compound well adapted for a variety of nucleophilic substitutions. Such procedures have yielded several novel analogs of known pyrimidine nucleosides found in RNA, as well as other compounds which have demonstrated chemotherapeutic utility.
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