Pregled bibliografske jedinice broj: 303602
An efficient synthesis of (S)-3-Aminomethyl-5-methylhexanoic acid (Pregabalin) via quinine-mediated desymmetrization of cyclic anhydride
An efficient synthesis of (S)-3-Aminomethyl-5-methylhexanoic acid (Pregabalin) via quinine-mediated desymmetrization of cyclic anhydride // Tetrahedron - Asymmetry, 18 (2007), 12; 1481-1485 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 303602 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
An efficient synthesis of (S)-3-Aminomethyl-5-methylhexanoic acid (Pregabalin) via quinine-mediated desymmetrization of cyclic anhydride
Autori
Hameršak, Zdenko ; Stipetić, Irena ; Avdagić, Amir
Izvornik
Tetrahedron - Asymmetry (0957-4166) 18
(2007), 12;
1481-1485
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
quinine; desymmetrization; cyclic anhydride; pregabalin
Sažetak
A highly enantioselective synthesis of (S)-3-aminomethyl-5-methylhexanoic acid 1 (Pregabalin) is reported. The key step of the synthesis is a quinine-mediated ring opening of 3-isobutylglutaric anhydride with cinnamyl alcohol. A Curtius rearrangement and subsequent deprotection provides 1 in high yield and excellent enantiomeric excess.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
098-0982933-2908 - Kiralni građevni blokovi za biološki aktivne molekule. Sinteza i reaktivnost (Hameršak, Zdenko, MZOS ) ( CroRIS)
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
