322398-83-4

Upstream product

• 322398-77-6 N-benzyloxycarbonyl-4-cis-mesyloxy-L-proline tert-butyl ester 
• 147489-27-8 (2S)-4-oxo-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid tert-butyl ester 
• 224321-05-5 (2S,4S)-4-hydroxy-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid tert-butyl ester 
• 322398-79-8 N-benzyloxycarbonyl-4-trans-azido-L-proline tert-butyl ester 

Relevant academic research and scientific papers

The synthesis of isomeric 4-prolinylamines and 4,4′-diprolinylamines

Starting from the previously described tert-butyl esters of 4-epimeric N-benzyloxycarbonyl-4-hydroxyprolines and N-benzyloxycarbonyl-4-trans- and 4-cis-trifluoroacetaminoproline tert-butyl esters, the corresponding unprotected 4-aminoprolines and a number of their partially protected derivatives were synthesized via the intermediate 4-O-mesyl and 4-azide derivatives. The reductive animation of N-benzyloxycarbonyl-4-oxoproline tert-butyl ester with ammonium acetate led to N-benzyloxycarbonyl-4-cis-4′-cis- and 4-cis-4′-trans-diprolinylamines. The 1H NMR and CD spectra of the synthesized compounds are described.