A series of end-capped oligomers 13 (2n = 1, 2, 4, 8 and 16) related to nylon 6, have been prepared from a fully protected derivative of 6-aminohexanoic acid 4 using the reactions of polypeptide chemistry. The formation of N-protected secondary amide bonds bearing the N-(p-methoxybenzyl) group ensured the solubility of all intermediates in common organic solvents and enabled purification by chromatography; boiling trifluoroacetic acid removed the protecting group in the final stage of the synthesis.
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Brooke et al. (1997) studied this question.
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