title: Studies on transfer ribonucleic acids and related compounds. 8(1). Further studies on aromatic phosphoramidates as a protecting group for phosphomonoesters.
abstract: Stability of aromatic phosphoramidates was studied using 2',3'-O-dibenzoyluridine 5'-phosphoramidates and N,2',3'-O-tribenzoylcytidine 5'-phosphate. The effect of dicyclohexylcarbodiimide in this mixture was investigated. Decomposition of the anilidate was slower in the presence of DCC. Substituted anilidates of uridine 5'-phosphate were synthesized and the stability of these amidates in anhydrous pyridine was studied.2'-O-Benzoyluridine 3'-phosphoranilidate and the corresponding beta-naphthylidate were compared in their stabilities in anhydrous pyridine, 50% aqueous pyridine and 80% acetic acid. 2'-O-Benzoyluridine 3'-phosphoro-beta-naphthylidate was used for synthesis of dinucleotides.
mesh_terms: D000085:Acetates; D000577:Amides; D000813:Anilides; D001565:Benzoates; D001665:Binding Sites; D002854:Chromatography, Paper; D003562:Cytidine / Q000031:analogs & derivatives; D003597:Cytosine Nucleotides; D004024:Dicyclohexylcarbodiimide; D004355:Drug Stability; D004590:Electrophoresis, Paper; D006207:Half-Life; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D009690:Nucleic Acid Conformation; D010755:Organophosphates; D009943:Organophosphorus Compounds; D011725:Pyridines; D012343:RNA, Transfer / Q000031:analogs & derivatives*; D013056:Spectrophotometry, Ultraviolet; D013997:Time Factors; D014529:Uridine / Q000031:analogs & derivatives
chemical_list: D000085:Acetates; D000577:Amides; D000813:Anilides; D001565:Benzoates; D003597:Cytosine Nucleotides; D010755:Organophosphates; D009943:Organophosphorus Compounds; D011725:Pyridines; D004024:Dicyclohexylcarbodiimide; D003562:Cytidine; D012343:RNA, Transfer; D014529:Uridine