Pregled bibliografske jedinice broj: 314283
Efficient Synthesis of 3-Hydroxy-1, 4-benzodiazepines Oxazepam and Lorazepam by New Acetoxylation Reaction of 3-Position of 1, 4-Benzodiazepine Ring
Efficient Synthesis of 3-Hydroxy-1, 4-benzodiazepines Oxazepam and Lorazepam by New Acetoxylation Reaction of 3-Position of 1, 4-Benzodiazepine Ring // Organic Process Research & Development, 10 (2006), 6; 1192-1198 doi:10.1021/op068009u (međunarodna recenzija, članak, znanstveni)
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Naslov
Efficient Synthesis of 3-Hydroxy-1, 4-benzodiazepines Oxazepam and Lorazepam by New Acetoxylation Reaction of 3-Position of 1, 4-Benzodiazepine Ring
Autori
Cepanec, Ivica ; Litvić, Mladen ; Pogorelić, Ivan
Izvornik
Organic Process Research & Development (1083-6160) 10
(2006), 6;
1192-1198
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
oxazepam; lorazepam; acetoxylation
Sažetak
Simple, efficient, and scalable syntheses of 3-hydroxy-1, 4- benzodiazepines, oxazepam (1), and lorazepam (2) were developed. The syntheses are based on the new acetoxylation reaction of the 3-position of the 1, 4-benzodiazepine ring. The reaction involves iodine (20-50 mol %)-catalyzed acetoxylation in the presence of potassium acetate (2 equiv) and potassium peroxydisulfate (1-2 equiv) as a stoichiometric oxidant affording the corresponding 3-acetoxy-1, 4-benzodiazepines in good-to-high yields. The latter were converted by selective saponification to 3-hydroxy-1, 4-benzodiazepines of very high purity (>99.8%) in an overall yield of 83% (oxazepam) and 64% (lorazepam).
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Ustanove:
Institut "Ruđer Bošković", Zagreb
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
