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Titolo:
An efficient synthesis of optical isomers of vasopressin V-2 receptor antagonist OPC-41061 by lipase-catalyzed enantioselective transesterification
Autore:
Matsubara, J; Morita, S; Yamashita, H; Otsubo, K; Kitano, K; Ohtani, T; Kawano, Y; Bando, M; Kido, M; Uchida, M; Tabusa, F;
Indirizzi:
Otsuka Pharmaceut Co Ltd, Med Chem Res Inst, Tokushima 7710192, Japan Otsuka Pharmaceut Co Ltd Tokushima Japan 7710192 okushima 7710192, Japan
Titolo Testata:
HETEROCYCLES
fascicolo: 1, volume: 54, anno: 2001,
pagine: 131 - 138
SICI:
0385-5414(20010101)54:1<131:AESOOI>2.0.ZU;2-V
Fonte:
ISI
Lingua:
ENG
Soggetto:
INHIBITOR; OPC-29030;
Keywords:
kinetic resolution; 5-hydroxybenzazepine; enantioselectivity; enantiomeric excess; vinyl acetate;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
5
Recensione:
Indirizzi per estratti:
Indirizzo: Matsubara, J Otsuka Pharmaceut Co Ltd, Med Chem Res Inst, Kagasuno 463-10,Kawauchi Cho,Tokushima 7710192, Japan Otsuka Pharmaceut Co Ltd Kagasuno 463-10,Kawauchi Cho Tokushima Japan 7710192
Citazione:
J. Matsubara et al., "An efficient synthesis of optical isomers of vasopressin V-2 receptor antagonist OPC-41061 by lipase-catalyzed enantioselective transesterification", HETEROCYCLE, 54(1), 2001, pp. 131-138

Abstract

The optically active enantiomers of 7-chloro-5-hydroxy-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl] -2,3,4,5-tetrahydro-1H-1-benzazepine (OPC-41061, 1) were enantioselectively synthesized. The chiral acetate ((R)-(-)-3) and the chiral alcohol ((S)-(+)-2) were prepared via the resolution of the racemic alcohol ((+/-)-2) using the lipase-mediated transesterification with vinyl acetate. Compounds ((R)-(-)-3) and ((S)-(+)-2) were converted to optically active 1.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 01/12/20 alle ore 22:18:47