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- W4230154845 abstract "D-Glucurono-3,6-lactone and L-cysteine combine in a highly stereoselective manner to give the 7,5-bicyclic thiazolidinlactam 2. The α-hydroxy group of the D-glucurono-3,6-lactone was exchanged for an amino function (to give 13) and, after condensation with L-cysteine methyl ester, the polyol dipeptide 7 was obtained. Peptide couplings proceed without the need to protect the three secondary hydroxy groups of the seven-membered ring. The amino group of 7 was deprotected and selectively elongated to the pseudo-tripeptide 16. The depsipeptide 17 was obtained by condensation of Boc-Ala-OH with the polyol 2. Elongation at the carboxy terminus yielded 19 and 20. The bicyclic scaffold populates a well-defined solution conformation; the hydroxy groups mimic the side chains of hydrophilic amino acids and can be further functionalized." @default.
- W4230154845 created "2022-05-11" @default.
- W4230154845 creator A5017489146 @default.
- W4230154845 creator A5061881886 @default.
- W4230154845 date "2000-04-01" @default.
- W4230154845 modified "2023-10-01" @default.
- W4230154845 title "Polyol Peptidomimetics" @default.
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- W4230154845 doi "https://doi.org/10.1002/1099-0690(200004)2000:7<1113::aid-ejoc1113>3.0.co;2-u" @default.
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