186820-96-2

Upstream product

• 100-39-0 benzyl bromide 
• 186820-89-3 (1'S)-4-(tert-butoxycarbonyl)-1-(1'-isobutyl-2'-hydroxyethyl)-2-oxopiperazine 
• 782429-80-5 {2-[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-butylamino]-ethyl}-carbamic acid tert-butyl ester 
• 57901-26-5 (2S)-6-(tert-butoxycarbonyl)-2-isobutyl-3,6-diazahexan-1-ol 
• 186820-92-8 4-[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-butyl]-3-oxo-piperazine-1-carboxylic acid tert-butyl ester 
• 186820-93-9 methyl (2S)-2-isobutyl-2-[4'-(tert-butoxycarbonyl)-2'-oxopiperazin-1'-yl]acetate 
• 128421-94-3 Boc-Gly-ψ(CH2NH)-Leu-OMe 

Downstream Products

• 186821-13-6 (S)-2-Benzyl-4-((S)-1-carboxy-3-methyl-butyl)-3-oxo-piperazine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Efficient synthesis of conformationally constrained peptidomimetics containing 2-oxopiperazines

The enantioselective synthesis of a series of peptides containing the 3-substituted 2-oxopiperazine system is reported. The method involves a direct diastereoselective alkylation of the N-(hydroxyalkyl)-2-oxopiperazine 3, prepared in three steps from methyl L-leucinate in 38% yield, followed by oxidation of the hydroxyl function. Esterification of the resulting acids 11 and then deprotection and acylation of N-4 afforded tripeptide analogues 16 substituted by a large variety of alkyl side chains at the 3-position of the 2-oxopiperazine.