195608-96-9

Upstream product

• 60-32-2 6-aminohexanoic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 371-34-6 ethyl 6-aminohexanoate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 195608-95-8 6-(4-Methoxy-benzylamino)-hexanoic acid ethyl ester 

Downstream Products

• 200713-75-3 6-[(4-Methoxy-benzyl)-propionyl-amino]-hexanoic acid (4-methoxy-benzyl)-(5-propylcarbamoyl-pentyl)-amide 
• 200713-64-0 6-[{6-[tert-Butoxycarbonyl-(4-methoxy-benzyl)-amino]-hexanoyl}-(4-methoxy-benzyl)-amino]-hexanoic acid 
• 200713-62-8 6-[{6-[tert-Butoxycarbonyl-(4-methoxy-benzyl)-amino]-hexanoyl}-(4-methoxy-benzyl)-amino]-hexanoic acid ethyl ester 
• 200713-66-2 6-((4-Methoxy-benzyl)-{6-[(4-methoxy-benzyl)-(6-{(4-methoxy-benzyl)-[6-(4-methoxy-benzylamino)-hexanoyl]-amino}-hexanoyl)-amino]-hexanoyl}-amino)-hexanoic acid ethyl ester 
• 200713-76-4 6-[(4-Methoxy-benzyl)-(6-{(4-methoxy-benzyl)-[6-((4-methoxy-benzyl)-{6-[(4-methoxy-benzyl)-propionyl-amino]-hexanoyl}-amino)-hexanoyl]-amino}-hexanoyl)-amino]-hexanoic acid ethyl ester 
• 200713-77-5 6-((4-Methoxy-benzyl)-{6-[(4-methoxy-benzyl)-propionyl-amino]-hexanoyl}-amino)-hexanoic acid (4-methoxy-benzyl)-{5-[(4-methoxy-benzyl)-(5-propylcarbamoyl-pentyl)-carbamoyl]-pentyl}-amide 
• 200713-67-3 6-[{6-[{6-[{6-[tert-Butoxycarbonyl-(4-methoxy-benzyl)-amino]-hexanoyl}-(4-methoxy-benzyl)-amino]-hexanoyl}-(4-methoxy-benzyl)-amino]-hexanoyl}-(4-methoxy-benzyl)-amino]-hexanoic acid 
• 200713-65-1 6-[{6-[{6-[{6-[tert-Butoxycarbonyl-(4-methoxy-benzyl)-amino]-hexanoyl}-(4-methoxy-benzyl)-amino]-hexanoyl}-(4-methoxy-benzyl)-amino]-hexanoyl}-(4-methoxy-benzyl)-amino]-hexanoic acid ethyl ester 
• 200713-61-7 6-[tert-Butoxycarbonyl-(4-methoxy-benzyl)-amino]-hexanoic acid 

Relevant academic research and scientific papers

A simple amide protecting group: Synthesis of oligoamides of Nylon 6

The 4-methoxybenzyl group (R) in amide groups NR(C=O) renders all intermediates in the synthesis of oligomers of Nylon 6 soluble in common solvents and is readily removed in boiling trifluoroacetic acid.

Synthesis of oligomers related to nylon 6

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.