Short malonyl dehydro peptides have been epoxidized using H2O2/Na2WO4 dihydrate. The obtained diastereomeric epoxides were separated by HPLC and successfully tested in the ring opening reaction with N-Boc L-cysteine methyl ester, to indicate their electrophilic behavior. Moreover, by a simple two-step reaction, the epoxy malonyl peptides can be converted into the corresponding aziridino malonyl peptides. (C) 2010 Elsevier Ltd. All rights reserved.
Synthesis of epoxy and aziridino malonyl peptidomimetics / Fioravanti, Stefania; Gasbarri, Simona; Pellacani, Lucio; Ramadori, Federico; Tardella, Paolo Antonio. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 66:48(2010), pp. 9401-9404. [10.1016/j.tet.2010.09.097]
Synthesis of epoxy and aziridino malonyl peptidomimetics
FIORAVANTI, Stefania;GASBARRI, SIMONA;PELLACANI, Lucio;RAMADORI, FEDERICO;TARDELLA, Paolo Antonio
2010
Abstract
Short malonyl dehydro peptides have been epoxidized using H2O2/Na2WO4 dihydrate. The obtained diastereomeric epoxides were separated by HPLC and successfully tested in the ring opening reaction with N-Boc L-cysteine methyl ester, to indicate their electrophilic behavior. Moreover, by a simple two-step reaction, the epoxy malonyl peptides can be converted into the corresponding aziridino malonyl peptides. (C) 2010 Elsevier Ltd. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
