82838-86-6Relevant academic research and scientific papers
Reactions of Ethyl and Phenyl Chloroformate with Adenosine Derivatives as an Entry to N6-Ureido-Linked Spin-Labeled Adenosine and Other Modified Adenosines
Anzai, Kentaro,Hunt, John B.,Zon, Gerald,Egan, William
, p. 4281 - 4285 (1982)
2',3',5'-O-Triacetyl-N6,N6-bis(phenoxycarbonyl)adenosine (10) reacted readlly with 4-amino-2,2,6,6-tetramethylpiperidinyl-1-oxy to afford an 87percent yield of ureido compound 16, which was then deacetylated to give spin-labeled adenosine derivative 19 in 56percent yield.Adenosine derivatives 24-27 were prepared from 10 in a similar manner.Treatment of 2',3'-O-isopropylideneadenosine (2) with phenyl chloroformate gave O5',8-cycloadenosines 13 and 14; structure 13 was assigned on the basis of long-range selective proton-decoupled (LSPD) 13C NMR spectra.O5',8-Cycloadenosine 8 was similarly prepared from 2 and ethyl chloroformate.Reaction of 2',3',5'-O-triacetyladenosine (9) with phenyl chloroformate in the presence of dimethylformamide afforded amidine derivative 12 (74percent).
