Pregled bibliografske jedinice broj: 195949
An Efficient Chemoenzymatic Synthesis of S-(-)-Fenpropimirph
An Efficient Chemoenzymatic Synthesis of S-(-)-Fenpropimirph // Biocatalysis, 9 (1994), 1-4; 49-60 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 195949 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
An Efficient Chemoenzymatic Synthesis of S-(-)-Fenpropimirph
Autori
Avdagić, Amir ; Cotarca, L. ; Ružić, K.S. ; Gelo, Mirjana ; Šunjić, Vitomir
Izvornik
Biocatalysis (0886-4454) 9
(1994), 1-4;
49-60
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
Kinetic resolution; 3-(4-terc-butylphenyl)-2-methylpropionic acid ethylester; Pseudomonas sp. lipase
Sažetak
First enantioselective synthesis of S-(-)-1-[3-(4-tert-butylphenyl)-2-methyl]propyl-cis-3, 5-dimethylmorpholine (6), biologically active enantiomer of the systematic fungicide fenpropimorph, is reported. It comprises reacting 4-tert-butylbenzylbromide with methyldiethylmalonate, decarbethoxylation of 2 into racemic 3-(4-tert-butylphenyl)-2-methylpropionic acid ethylester (3) in DMSO in the presence of alkali, then Pseudomonas sp. lipase catalyzed kinetic resolution of racemic 3 into S-(+)-acid (4), base-catalyzed racemization and recycling of the R-(-)-ester 3, acylation of cis-3, 5-dimethylmorpholine, and final reduction of the intermediary amide 5 to provide enantiomerically pure S-(-)-6.
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)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
