10.1021/jo034785d.s001
Lucia Raffaella Lampariello
Lucia Raffaella
Lampariello
Daniela Piras
Daniela
Piras
Manuela Rodriquez
Manuela
Rodriquez
Maurizio Taddei
Maurizio
Taddei
Solid-Phase Synthesis of Conformationally
Constrained Peptidomimetics Based on a
3,6-Disubstituted-1,4-diazepan-2,5-dione
Core
American Chemical Society
2003
agent
DMTMM
Core
platform
hydroxamic dipeptide
serine
Synthesi
heterocycle
rigidify
yield
Disubstituted
combinatorial chemistry
hydroxylamine
constraint
microwave heating
Mitsunobu cyclization
Conformationally Constrained Peptidomimetics
2003-08-30 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Solid-Phase_Synthesis_of_Conformationally_Constrained_Peptidomimetics_Based_on_a_3_6-Disubstituted-1_4-diazepan-2_5-dione_Core/3700218
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.