180285-10-3

Upstream product

• 56613-80-0 D-2-phenylglycinol 
• 156022-73-0 1,1-dimethylethyl (R)-2,5-diaza-9,9,10,10-tetramethyl-8-oxa-6-phenyl-9-silaundecanoate 
• 156022-72-9 tert-butyl N-(2-{[(1R)-2-hydroxy-1-phenylethyl]amino}-2-oxoethyl)carbamate 
• 180285-08-9 1,1-dimethylethyl (R)-2,5-diaza-7-hydroxy-6-phenylheptanoate 
• 4530-20-5 BOC-glycine 
• 156022-74-1 1,1-dimethylethyl (R)-2,5-diaza-5-(bromoacetyl)-9,9,10,10-tetramethyl-8-oxa-6-phenyl-9-silaundecanoate 

Downstream Products

• 180285-12-5 (R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester 
• 156022-76-3 (R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester 
• 156022-79-6 (R)-2-Benzyl-4-((R)-2-hydroxy-1-phenyl-ethyl)-3-oxo-piperazine-1-carboxylic acid tert-butyl ester 
• 180285-24-9 (2S,6R)-6-Benzyl-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 180285-14-7 (R)-4-((R)-2-Methoxy-1-phenyl-ethyl)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester 
• 180285-13-6 (R)-2-Benzyl-4-((R)-2-hydroxy-1-phenyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester 
• 180285-18-1 (2S,6R)-4-((R)-2-Methoxy-1-phenyl-ethyl)-6-methyl-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 180285-15-8 (R)-2-Benzyl-4-((R)-2-methoxy-1-phenyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester 
• 180285-19-2 (2S,6R)-6-Benzyl-4-((R)-2-methoxy-1-phenyl-ethyl)-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 156022-75-2 (R)-1-<1,1-(dimethylethoxycarbonyl)>-4-(2-hydroxy-1-phenylethyl)piperazin-3-one 

Relevant academic research and scientific papers

Asymmetric synthesis; XXXVII: Synthesis of 2,6-disubstituted piperazines from chiral non-racemic lactams

General and convenient syntheses of optically active 2,6-disubstituted piperazines are described. The method is based on diastereoselective alkylation of lactam 8 derived from (R)-(-)-phenylglycinol followed by a regio- and diastereoselective functionalisation of carbamates 10c and 10d. This procedure allowed the preparation of new α-amino acids 15 and 16.

Asymmetric synthesis. XXXI. Synthesis of 2-substituted piperazines from chiral non-racemic lactams

The preparation of lactam 2 from R-(-)-phenylglycinol and N-Boc glycine is described. Diastereoselective alkylation of 2 allowed the preparation of piperazine derivatives in an optically pure form.