Pregled bibliografske jedinice broj: 542715
Preparation of novel meta and para substituted N- benzyl protected quinuclidine esters and their resolution with butyrylcholinesterase
Preparation of novel meta and para substituted N- benzyl protected quinuclidine esters and their resolution with butyrylcholinesterase // Molecules, 17 (2012), 1; 786-795 doi:10.3390/molecules17010786 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 542715 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Preparation of novel meta and para substituted N-
benzyl protected quinuclidine esters and their
resolution with butyrylcholinesterase
Autori
Primožič, Ines ; Bolant, Marijana ; Ramić, Alma ; Tomić, Srđanka
Izvornik
Molecules (1420-3049) 17
(2012), 1;
786-795
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
quinuclidin-3-ol ; esters ; resolution ; butyrylcholinesterase ; N-benzyl protected groups
Sažetak
Since the optically active quinuclidin-3-ol is an important intermediate in the preparation of physiologically or pharmacologically active compounds, new biocatalytic method for the production of chiral quinuclidin-3-ols was examined. Butyrylcholinesterase (BChE ; EC 3.1.1.8) was chosen as a biocatalyst in a preparative kinetic resolution of enantiomers. A series of racemic, (R)- and (S)- esters of quinuclidin-3-ol and acetic, benzoic, phthalic and isonicotinic acids were synthesized as well as their racemic and chiral, quaternary N-benzyl, meta and para N-bromobenzyl and meta and para N- methylbenzyl derivatives. After the resolution, all N-benzyl protected groups were successfully removed by catalytic transfer hydrogenation with ammonium formate (10% Pd-C).
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
MZOS-119-1191344-3121 - Sinteze i enzimske transformacije biološki aktivnih spojeva (Tomić-Pisarović, Srđanka, MZOS ) ( CroRIS)
Ustanove:
Prirodoslovno-matematički fakultet, 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
- MEDLINE
Uključenost u ostale bibliografske baze podataka::
- CA Search (Chemical Abstracts)
