Ontology highlight
ABSTRACT:
SUBMITTER: Mulamreddy R
PROVIDER: S-EPMC8746717 | biostudies-literature | 2021 Dec
REPOSITORIES: biostudies-literature
Molecules (Basel, Switzerland) 20211223 1
The constrained dipeptide surrogates 5- and 7-hydroxy indolizidin-2-one <i>N</i>-(Boc)amino acids have been synthesized from L-serine as a chiral educt. A linear precursor ∆<sup>4</sup>-unsaturated (2<i>S</i>,8<i>S</i>)-2,8-bis[<i>N</i>-(Boc)amino]azelic acid was prepared in five steps from L-serine. Although epoxidation and dihydroxylation pathways gave mixtures of hydroxy indolizidin-2-one diastereomers, iodolactonization of the ∆<sup>4</sup>-azelate stereoselectively delivered a lactone iodid ...[more]