Synthesis of gibberellin A29 β‐D‐glucosides and β‐D‐glucosyl derivatives of [17‐13C,T2]gibberellin A5, A20, and A29

Abstract

Abstract2‐O‐GA29β‐D‐glucopyranoside (1e) and 13‐O‐GA29, β‐D‐glucopyr‐anoside (1h) were synthesized from GA29 methyl ester (1b). Their structures were confirmed by 1H NMR and GC‐MS. Likewise, [17‐13C,T2]‐labelled 1e and 1h could be obtained. From [17‐13C,T2]GA20 (2a) and [17‐13C,T2]GA5 (3a) the 13‐O‐GA β‐D‐[6‐D2]glucopyranosides [17‐13C,T2;6′‐D2]‐2d and [17‐13C,T2;6′‐D2]‐3d, and the β‐D‐glucopyranosyl esters [17‐13C,T2;6′‐D2]‐2f and [17‐13C,T2;6′‐D2]‐3f were synthesized. The labelled compounds were characterized by HPLC and GC‐MS.