Starting from a Cl-trytyl linked hydroxylamine, a hydroxamic dipeptide having serine in the second position was prepared by using DMTMM as the coupling agent. Mitsunobu cyclization carried out under microwave heating gave very good yields of a 3,6-disubstituted-perhydro-diazepin-2,5-dione. This heterocycle can be used as a new platform for combinatorial chemistry or as a constraint to rigidify a small peptide.
Lampariello, L.R., Piras, D., Rodriquez, M., Taddei, M. (2003). Solid-phase synthesis of conformationally constrained peptidomimetics based on a 3,6-disubstituted 1,4-diazepan-2,5-dione core. JOURNAL OF ORGANIC CHEMISTRY, 68(20), 7893-7895 [10.1021/jo034785d].
Solid-phase synthesis of conformationally constrained peptidomimetics based on a 3,6-disubstituted 1,4-diazepan-2,5-dione core
Lampariello, Lucia Raffaella;Taddei, Maurizio
2003-01-01
Abstract
Starting from a Cl-trytyl linked hydroxylamine, a hydroxamic dipeptide having serine in the second position was prepared by using DMTMM as the coupling agent. Mitsunobu cyclization carried out under microwave heating gave very good yields of a 3,6-disubstituted-perhydro-diazepin-2,5-dione. This heterocycle can be used as a new platform for combinatorial chemistry or as a constraint to rigidify a small peptide.
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https://hdl.handle.net/11365/9406
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