261167-62-8

Basic information

• Product Name: (2S,5R,1'R)-2-[2'-(diethoxyphosphoryl)-1'-phenylethyl]-3,6-diethoxy-2,5-dihydro-5-isopropyl-2-methylpyrazine
• Synonyms: (2S,5R,1'R)-2-[2'-(diethoxyphosphoryl)-1'-phenylethyl]-3,6-diethoxy-2,5-dihydro-5-isopropyl-2-methylpyrazine
• CAS NO: 261167-62-8
• Molecular Weight: 466.558
• Mol File: 261167-62-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,5R,1'R)-2-[2'-(diethoxyphosphoryl)-1'-phenylethyl]-3,6-diethoxy-2,5-dihydro-5-isopropyl-2-methylpyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R,1'R)-2-[2'-(diethoxyphosphoryl)-1'-phenylethyl]-3,6-diethoxy-2,5-dihydro-5-isopropyl-2-methylpyrazine(261167-62-8)
• EPA Substance Registry System: (2S,5R,1'R)-2-[2'-(diethoxyphosphoryl)-1'-phenylethyl]-3,6-diethoxy-2,5-dihydro-5-isopropyl-2-methylpyrazine(261167-62-8)

Safety Data

• Hazardous Substances Data: 261167-62-8(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 683-08-9 Diethyl methylphosphonate 
• 20408-33-7 diethyl (E)-(2-phenylethenyl)phosphonate 
• 25362-01-0 (Z)-diethyl styrylphosphonate 

Relevant articles and documents

Diastereoselective synthesis of 2-amino-4-phosphonobutanoic acids by conjugate addition of lithiated schoellkopf's bislactim ethers to vinylphosphonates

Conjugate additions of lithiated bislactim ethers derived from cyclo-[Gly-Val] and cyclo-[Ala-Val] to α, β, or α,β -substituted vinylphosphonates allow direct and stereoselective access to a variety of 3- or 4-monosubstituted and 2,3-, 2,4-, or 3,4-disubstituted 2-amino-4-phosphonobutanoic acids (AP4 derivatives) in enantiomerically pure form. The relative stereochemistry was assigned by X-ray diffraction analysis or NMR study of 1,2-oxaphosphorinane derivatives. Competitive eight-membered "compact" and "relaxed" transition-state structures are invoked to rationalize the stereochemical outcome of the conjugate additions.