herein we report a synthetic procedure for the preparation of L-DNJ and its N-alkylated derivatives (FIGURE 1). The highly stereocontrolled access to the iminosugar core has been devised through de novo synthesis starting from the synthetically available homologating agent ,and the Garner aldehyde . In addition, the use of polymer-bound triphenylphosphine/iodine has been conceived for the assembly of the alkyl chains, thereby providing a variety of N-alkyl L-DNJ derivatives. Biological assays for some of these derivatives are also presented, revealing an interesting therapeutic potential in the treatment of some genetic disorders including Pompe disease and Cystic Fibrosis
De novo synthesis of L-DNJ and its N-alkylated derivatives
Esposito, Anna.
;De Fenza, Maria.;D’Alonzo, Daniele.;Guaragna, A.
2018
Abstract
herein we report a synthetic procedure for the preparation of L-DNJ and its N-alkylated derivatives (FIGURE 1). The highly stereocontrolled access to the iminosugar core has been devised through de novo synthesis starting from the synthetically available homologating agent ,and the Garner aldehyde . In addition, the use of polymer-bound triphenylphosphine/iodine has been conceived for the assembly of the alkyl chains, thereby providing a variety of N-alkyl L-DNJ derivatives. Biological assays for some of these derivatives are also presented, revealing an interesting therapeutic potential in the treatment of some genetic disorders including Pompe disease and Cystic FibrosisI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
