Synthesis of 4',7-dihydroxy-6-methoxyisoflavone 7-O-beta-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 alpha-acetobromoglucose and subsequent saponification gave 2 as the...

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Bibliographic Details
Published inLiebigs Annalen no. 10; pp. 1651 - 1652
Main Authors Nogradi, M, Szollosy, A
Format Journal Article
LanguageEnglish
Published DEERFIELD BEACH Wiley 01.10.1996
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ISOFLAVONE
isoflavones
glycitin
MAX MERRILL
glycitein
glucoside synthesis
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Summary: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 alpha-acetobromoglucose and subsequent saponification gave 2 as the main product.
ISSN:0947-3440
DOI:10.1002/jlac.199619961024