EP2097430A1 — 5'-o-[(n-acyl)amidophosphate]- and 5'-o-[(n-acyl)amidothiophosphate]- and 5'-o-[(n-acyl)amidodithiophosphate]- and 5'-o-[n- acyl)amidoselenophosphate-derivatives of nucleosides and processes for the manufacture thereof

USPTO Abstract

The subject of the invention includes 5'-O-[(N-acyl)amidophosphate]- and 5'-O-[(N-acyl)amidothiophosphate]- and 5'-O-[(N-acyl)amidodithiophosphate]- and 5'-O-[(N-acyl)amidoselenophosphate]- derivatives of nucleosides of general formula 1 wherein A1 represents a fluorine atom or azide or hydroxyl group, A2 represents a hydrogen atom, B1 represents an adenine, 2- chloroadenine, 2-fluoroadenine, 2-bromoadenine, 2-iodoadenine, hypoxanthine, guanine, cytosine, 5-fluorocytosine, 5-bromocytosine, 5-. iodocytosine, 5-chlorocytosine, azacytosine, thymine, 5-fluorouracil, 5- bromouracil, 5-iodouracil, 5-chlorouracil, 5-(2-bromovinyl)uracil or 2- pyrimidione moiety, W1 represents an oxygen or carbon atom or a methylidene group, W2 represents a carbon atom or W2 along with A1 and A2 jointly represent a sulphur or oxygen atom, Z1 represents a hydrogen or fluorine atom or hydroxyl group, Z2 represents a hydrogen or fluorine atom or hydroxyl or methyl group, or Z1 along with Z2 jointly represent a fiuoromethylene group, or A1, A2, Z1 and Z2 jointly represent a double bond, X represents an oxygen, sulphur or selenium atom, Y represents an oxygen or sulphur atom, R1 represents a simple alkyl or aryl group with 1-6 carbon atom or R1 represents a moiety of a primary amino acid amide and the process for the manufacture thereof. formula, ( 1 ).