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Convenient Route to Efavirenz Analogues as Potential non-Nucleoside HIV-1 Reverse Transcriptase Inhibitors
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Atef A. Hamed
Published/Copyright:
June 2, 2014
Abstract
Treating 2-chloro-4-(4-chlorophenyl)-6-methylbenzo[d]-3,1-oxazinium hexachloroantimonate (1) with one equivalent of alcohol or mercaptane led, after hydrolysis with aq. NaOH, to the formation of 4,4-disubstituted-1,4-dihydro-2H-6-methyl-3,1-benzoxazin-2-ones (3). Large excess addition of alcohol afforded either 4’-chloro-2-isocyanato-5-methylbenzophenone disubstitutedketal (4) or N-{2- [(4-chlorophenyl)dialkoxymethyl]-4-methylphenyl} alkylcarbamate (5). Reaction of 4 with primary amines furnished 1-{2-[(4-chlorophenyl)dialkoxymethyl]-4-methylphenyl}-3-substituted urea (6).
Keywords: Efavirenz Analogues; 3,1-Benzoxazin-2-ones; Urea Derivatives; Ketals; Isocyanates; Human Immunodeficiency Virus
Received: 2003-4-16
Published Online: 2014-6-2
Published in Print: 2004-5-1
© 1946 – 2014: Verlag der Zeitschrift für Naturforschung
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Keywords for this article
Efavirenz Analogues;
3,1-Benzoxazin-2-ones;
Urea Derivatives;
Ketals;
Isocyanates;
Human Immunodeficiency Virus
Articles in the same Issue
- ERRATUM
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- Magnetic Films of Cobalt/Aluminum Electrodeposited from the Room Temperature Molten Salts AlCl3-BPC-CoCl2
- Synthese und Struktur von Meldrums Olefin/Synthesis and Structure of Meldrum’s Olefin
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- Magnetic Properties and Crystal Structure of a CuIIGdIII Heterodinuclear Schiff Base Complex
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- Enzyme Inhibiting Terpenoids from Amberboa ramosa
- A New Clerodane Diterpene and Other Constituents from Ajuga chamaepitys ssp. laevigata
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