Synthesis of 4′,7-Dihydroxy-6-methoxyisoflavone 7-O-β-d-Glucopyranoside (Glycitin)

Synthesis of 4′,7-Dihydroxy-6-methoxyisoflavone 7-O-β-d-Glucopyranoside (Glycitin)

The aglycone glycitein (1) of the title glucoside glycitin (2) was prepared by oxidative rearrangement of the fully protected chalcone 4 by Tl(NO3)3 in MeOH into 5 followed by deprotection and ring closure. Its glucosylation with α‐acetobromoglucose and subsequent saponification gave 2 as the main p...

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Veröffentlicht in:Liebigs Annalen 1996-10, Vol.1996 (10), p.1651-1652
Hauptverfasser: Nógŕdi, Mihály, Szöllosy, Áron
Format: Artikel
Sprache:eng
Schlagworte:
Glucoside synthesis
Glycitein
Glycitin
Isoflavones
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Zusammenfassung:The aglycone glycitein (1) of the title glucoside glycitin (2) was prepared by oxidative rearrangement of the fully protected chalcone 4 by Tl(NO3)3 in MeOH into 5 followed by deprotection and ring closure. Its glucosylation with α‐acetobromoglucose and subsequent saponification gave 2 as the main product.
ISSN:0947-3440
1099-0690
DOI:10.1002/jlac.199619961024