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Synthesis of 6‐phenyl‐atevirdine
Author(s) -
Troschütz Reinhard,
Karger Alexander
Publication year - 1997
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570340409
Subject(s) - chemistry , derivative (finance) , human immunodeficiency virus (hiv) , stereochemistry , combinatorial chemistry , reverse transcriptase , biochemistry , rna , virology , gene , financial economics , economics , biology
The synthesis of 6‐phenyl‐atevirdine ( 17 ), a lipophilic derivative of the potent HIV‐1 reverse transcriptase inhibitor atevirdine ( 1 ), is described. The title compound was prepared from dithioacetale 2 via keteneaminal 4 and the nitropyridine derivative 10 . Unexpectedly, no anti HIV activity was observed for the novel atevirdine derivative 17 . The key intermediates 6, 8 and 10 could also be prepared from keteneaminal 18 via chloropyridines 22–24 .