852994-82-2

Upstream product

• 205517-34-6 (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione 
• 835596-02-6 (3S,6S)-3-Chloro-6-isopropyl-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione 
• 122-52-1 triethyl phosphite 

Downstream Products

• 216319-94-7 (3S,6S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-6-benzyl-piperazine-2,5-dione 
• 205517-36-8 (3S,6R)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-6-benzyl-piperazine-2,5-dione 
• 17498-50-9 L-valine hydrochloride 
• 6306-52-1 L-valine methylester hydrochloride 
• 4818-08-0 N-Z-L-phenylalanyl-L-valine methylester 
• 812679-15-5 (6S,3E)-3-benzylidene-6-isopropyl-1,4-bis-(4-methoxybenzyl)-piperazine-2,5-dione 
• 852994-80-0 (6S,3E)-3-isobutylidene-6-isopropyl-1,4-bis-(4-methoxybenzyl)piperazine-2,5-dione 

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.