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Model peptides and a cyclic peptide library of the structure [a\u2010a\u2010x\u2010x\u2010a\u2010a\u2010c] composed of <jats:sc>D<\/jats:sc>\u2010amino acids were assembled and the synthesis and cleavage conditions studied. The best cyclization results were obtained with PyBOP\/HOAt\/diisopropylethyl amine. Racemization rates of the cysteine in the analyzed model sequences were between 5.2 and 12.3%. Cleavage of the disulfide bond was best carried out with DTT in 50% 2\u2010propanol\/100 m<jats:sc>M<\/jats:sc> ammonium bicarbonate. The cleaved peptides can be used directly in biological assays. 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