Premium
Synthesis of nevirapine and its major metabolite
Author(s) -
Grozinger K. G.,
Fuchs V.,
Hargrave K. D.,
Mauldin S.,
Vitous J.,
Campbell S.,
Adams J.
Publication year - 1995
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.5570320144
Subject(s) - nevirapine , chemistry , metabolite , hydroxymethyl , aldehyde , reverse transcriptase inhibitor , nucleoside , stereochemistry , reverse transcriptase , combinatorial chemistry , human immunodeficiency virus (hiv) , organic chemistry , biochemistry , virology , viral load , antiretroviral therapy , biology , rna , gene , catalysis
Several synthetic methods were developed during the process optimization for the large scale synthesis of nevirapine ( 1 ), a non‐nucleoside inhibitor of HIV‐1 Reverse Transcriptase. The synthesis of its putative major metabolite 11‐cyclopropyl‐5,11‐dihydro‐4‐hydroxymethyl‐6 H ‐[3,2‐ b :2′,3′‐ e ][1,4]diazepin‐6‐one ( 2 ) and the oxidation of 2 to the corresponding aldehyde 3 , are described.