Use of base-labile N-fluorenylmethoxycarbonylamino-acids, t-butyl based side chain protecting groups, and a p-alkoxybenzyl ester resin linkage provides a simple, rapid, and exceptionally mild strategy in solid phase peptide synthesis.
N,O-Bis-Fmoc (fluoren-9-ylmethoxycarbonyl) derivatives of N~-(2-hydroxy-4-methoxybenzyl)amino acids 5 are useful intermediates for the preparation of peptides with reversibly protected (tertiary) peptide bonds; their value in inhibiting interchain association during solid phase peptide synthesis is demonstrated.
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