A nine-step (!) solid-phase synthesis and subsequent cleavage with cyclization from the polymeric support were the keys to preparing high-quality molecular libraries of thiazolylhydantoines 1 from modified amino acid building blocks. Each step in the synthesis is different. Because the final cyclization cleaves only molecules that have been successfully constructed, the products obtained are pure. R , R =alkyl; R =aryl, arylO; R =allyl.
The successful application of the Amdt-Eistrrt protocol starting from commercially available N-{ [(93i-fluoren-9-yl)methoxy]carbonyl}-protected (Fmoc) cc-amino acids leading to enantiomerically pure N-Fmoc-protected p-amino acids in only two steps and with high yield is reported.
Synthesisof N-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-Protected (Fmoc) β-Amino Acids (= Homo-α-amino Acids) by Direct Homologation.-Starting from commercially available protected α-amino acids, the title β-amino acids (IV) and (VI) are easily obtained enantiomerically pure in only two steps by homologation following the Arndt-Eistert route. -(ELLMERER-MUELLER, E. P.; BROESSNER, D.; MASLOUH, N.; TAKO, A.; Helv. Chim. Acta 81 (1998) 1, 59-65; Inst. Org. Chem., Leopold-Franzens-Univ., A-6020 Innsbruck, Austria; EN)
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