The antifreeze glycoproteins (AFGPs) 1 are composed of a repeating tripeptide unit (Ala-Thr-Ala) in which the threonine residue is glycosylated with the disaccharide beta-D-Gal-(1-->3)-alpha-D-GalNAc. A new procedure for synthesizing AFGPs using Fmoc-(Ac4-beta-D-Gal-(1-->3)-benzylidene- alpha-D-GalNAc)Thr-OH (10) as a building block has been developed. Total synthesis of the AFGPs (n = 4, 8) in overall yields of 61% and 33 %, respectively, has demonstrated the usefulness of the method. The synthetic AFGPs 1 (n = 4, 8) showed a similar conformation to the native AFGPs in their circular dichroism spectra.
Pyridine derivatives
Pyridine derivatives R 0380An Efficient Synthesis of N-Alkyl-4-substituted 3H-Pyridine-2,6-dione. Synthesis of Isoguvacine and MDL-11,939 -Reaction of α,β-unsaturated esters (I) with the dianions of acetamides (II) yields 4-substituted piperidine-2,6-diones (III). Derivatives (IIIb) and (IIIc) are used as precursors in the synthesis of isoguvacine (V) and
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