171109-23-2Relevant academic research and scientific papers
Synthesis of 2-O-Ethyl Analogues of 3'-Azido- and 3'-Fluoro-2',3'-dideoxyuridines and Evaluation of their Biological Activity against HIV
Abdel-Bary, H. M.,Abdel-Rahman, A. A.-H.,Pedersen, E. B.,Nielsen, C.
, p. 811 - 818 (1995)
2-O-Ethyluracil and 2-O-ethylthymine were silylated with 1,1,1,3,3,3-hexamethyldisilazane and condensed in the presence of TMS triflate with 2,3-dideoxy-3-fluoro-D-erythro-pentofuranoside, 3-azido-2,3-dideoxy-D-erythro-pentofuranoside, and 2,3-dideoxy-3-p
Synthesis of 2-O-Ethyl Analogues of 5-Azido- and 5-Amino-2',5'-dideoxyuridines as New Antivirial Agents
Zeid, Ibrahim F.,Abdel-Rahman, Adel A.-H.
, p. 977 - 986 (2007/10/03)
Methyl 5-azido-2,5-dideoxy-3-O-acetyl-α,β-D-erythro-pentofuranoside (2) was synthesized in three steps from 2-deoxy-D-ribose (1). 2-O-Ethyluracil derivatives (3a-d) were silylated with 1,1,1,3,3,3-hexamethyldisilazane and condenced in the presence of TMS-triflate with 5-azido-2,5-dideoxy-D-erythro-pentofuranoside to give the corresponding 2-O-ethyl β-nucleosides (5a-d) and their α-anomers (6a-d). Deprotection with saturated methanolic ammonia afforded the 5'-azido-2'-5'-dideoxy-2-O-ethyluridines (7 and 8). 5-Amino-2,5-dideoxy-2-O-ethyluridines (9a,b) could be obtained by treatment of the correspondik 5-azido nucleosides with triphenylphosphine in pyridine.
