| abstract |
AMINOOXAZOLINES HAVING USES IN ORGANIC CHEMISTRY, BIOCHEMICAL RESEARCH, AND BIOCHEMISTRY AND THE METHOD FOR MAKING SAME COMPRISING REACTING A REDUCING SUGAR HAVING AN HYDROXYL GROUP AND A CARBON ATOM ADJACENT THE CARBONYL OR HEMIACETAL CARBON ATOM OF THE SUGAR WITH CYANAMIDE OR CYANOGEN PLUS AMMONIA IN SOLUTION TO THEREBY FORM A AMINOOXAZOLINE IN WHICH THE CARBONYL OR HEMIACETAL CARBON AND THE AFORESAID ADJACENT CARBON OF THE SUGAR FORM PART OF THE OXAZOLINE RING. A METHOD FOR PRODUCING GLYCOSIDES, E.G., NUCLEOSIDES AND NUCLEOTIDES OF THE REDUCING SUGARS, INCLUDING THEIR CYCLO-DERIVATIVES, WHICH HAVE BIOCHEMICAL AND PHARMACEUTICAL USES, COMPRISING REACTING THE AFOREMENTIONED AMINOOXAZOLINES WITH (A) A FIRST GROUP OF ELECTROPHILIC REAGENTS SUCH AS CYANOACETYLENE, METHYL PROPIOLATE, DIALKYL ACETYLENEDICARBOXYLATES, HALOACYLONITRILES OR (B) WITH A SECOND GROUP OF ELECTROPHILIC REAGENTS, COMPRISING B-DIKETONES AND B-KETOESTERS. |