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Titolo:
First efficient synthesis of chlorogenic acid
Autore:
Sefkow, M;
Indirizzi:
Univ Potsdam, Inst ORgan Chem & Strukturanalyt, D-14476 Golm, Germany UnivPotsdam Golm Germany D-14476 Strukturanalyt, D-14476 Golm, Germany
Titolo Testata:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
fascicolo: 6, , anno: 2001,
pagine: 1137 - 1141
SICI:
1434-193X(200103):6<1137:FESOCA>2.0.ZU;2-#
Fonte:
ISI
Lingua:
ENG
Soggetto:
METABOLISM; ANTIOXIDANT; DERIVATIVES; PLANTS;
Keywords:
chlorogenic acid; natural products; acylation; acetalization; antioxidant;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
28
Recensione:
Indirizzi per estratti:
Indirizzo: Sefkow, M Univ Potsdam, Inst ORgan Chem & Strukturanalyt, Karl Liebknecht Str 24-25,D-14476 Golm, Germany Univ Potsdam Karl Liebknecht Str 24-25 Golm Germany D-14476 any
Citazione:
M. Sefkow, "First efficient synthesis of chlorogenic acid", EUR J ORG C, (6), 2001, pp. 1137-1141

Abstract

The first efficient synthesis of chlorogenic acid (1) was achieved in foursteps (three purifications) from quinic acid (2). The overall yield was 65%. The key intermediate was quinic acid bisacetonide (6), selectively prepared by a modified kinetic acetalization protocol. Esterification of 6 with caffeic acid chloride (3) afforded ester 12. Cleavage of all the protectinggroups of 12 was accomplished in one step under acidic conditions. The progress of the hydrolysis was monitored by MALDI-MS.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 09/04/20 alle ore 00:05:07