852994-84-4

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 437768-95-1 (S)-N⁽¹⁾-(p-methoxybenzyl)-6-isopropylpiperazine-2,5-dione 

Downstream Products

• 852994-85-5 (6S,3S,1'R)-N-1-(4-methoxybenzyl)-N-4-(tert-butoxycarbonyl)-3-(1-hydroxy-2-methylpropyl)-6-isopropyl-piperazine-2,5-dione 
• 852994-86-6 (6S,3Z)-N-1-(4-methoxybenzyl)-3-isobutylidene-6-isopropyl-piperazine-2,5-dione 
• 852994-81-1 (6S,3Z)-N,N'-bis-(4-methoxybenzyl)-3-isobutylidene-6-isopropyl-piperazine-2,5-dione 
• 4818-08-0 N-Z-L-phenylalanyl-L-valine methylester 
• 6306-52-1 L-valine methylester hydrochloride 
• 17498-50-9 L-valine hydrochloride 

Relevant academic research and scientific papers

Asymmetric conjugate reductions with samarium diiodide: Asymmetric synthesis of (2S,3R)- And (2S,3S)-[2-2H,3-2H]-leucine-(S)- phenylalanine dipeptides and (2S,3R)-[2-2H,3-2H]- phenylalanine methyl ester

The highly diastereoselective samarium diiodide and D2O-promoted conjugate reduction of homochiral (E)- and (Z)-benzylidene and isobutylidene diketopiperazines (E)-5,7 and (Z)-6,8 has been demonstrated. This methodology allows the asymmetric synthesis of methyl (2S,3R)-dideuteriophenylalanine 27 in ≥95% de and >98% ee, and (2S,3R)- or (2S,3S)-dideuterioleucine-(S)- phenylalanine dipeptides 37 and 38 in moderate de, 66% and 74% respectively. A mechanism is proposed to account for this process. The Royal Society of Chemistry 2005.