A solid-phase Mitsunobu reaction between a resin-bound 1-thiosugar and an N-Fmoc protected amino alcohol was successfully employed for thio-linked glycopeptide synthesis. Facile cleavage and deprotection in one step afforded the target glycopeptide in good yield and purity.
C-Linked glycosyl azido acid in novel solid-phase C-glycopeptide synthesis
β Scribed by Ulf Tedebark; Morten Meldal; Luigi Panza; Klaus Bock
- Book ID
- 108386579
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 254 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
Azido acids were producedfrom et-branchedacids by a-brominationwith NBS followedby 8ub8titution withsodiumazide andthe productswereusedin a novelmethodof solid-phase synthesis. The azido acids were transformedinto the highly activated acid chloridesandused synthesisof extremelyhinderedpeptidescontai
S)-ctMethyimethionine, (S)-ctMethylleucine, 2-aminoisobutyric acid and (S)-otMethylphenylalanine have been incorporated by solid phase peptide strategy in a peptide sequence. The coupling reactions of these Boc-ctMe amino acids and of the following residue in the sequence were readily achieved afte