508183-93-5

Basic information

• Product Name: (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione
• Synonyms: (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione
• CAS NO: 508183-93-5
• Molecular Weight: 412.486
• Mol File: 508183-93-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione(508183-93-5)
• EPA Substance Registry System: (3S,6R)-N,N'-bis(p-methoxybenzyl)-6-hydroxy-3-isopropylpiperazine-2,5-dione(508183-93-5)

Safety Data

• Hazardous Substances Data: 508183-93-5(Hazardous Substances Data)

Upstream product

• 513-38-2 Isobutyl iodide 
• 205517-34-6 (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione 
• 1027973-78-9 3-isopropyl-1,4-bis-(4-methoxy-benzyl)-5-trimethylsilanyloxy-3,4-dihydro-1H-pyrazin-2-one 
• 508183-97-9 (5S)-N,N'-bis(p-methoxybenzyl)-5-isopropylpiperazine-2,3,6-trione 

Downstream Products

• 508183-95-7 (6S,3R)-N,N'-bis(p-methoxybenzyl)-3-acetoxy-6-isopropylpiperazine-2,5-dione 

Relevant articles and documents

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.