618892-48-1

Basic information

• Product Name: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-(benzyloxymethyl)ethyl]-2,5-dihydro-5-isopropylpyrazine
• Synonyms: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-(benzyloxymethyl)ethyl]-2,5-dihydro-5-isopropylpyrazine
• CAS NO: 618892-48-1
• Molecular Weight: 496.584
• Mol File: 618892-48-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-(benzyloxymethyl)ethyl]-2,5-dihydro-5-isopropylpyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-(benzyloxymethyl)ethyl]-2,5-dihydro-5-isopropylpyrazine(618892-48-1)
• EPA Substance Registry System: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-(benzyloxymethyl)ethyl]-2,5-dihydro-5-isopropylpyrazine(618892-48-1)

Safety Data

• Hazardous Substances Data: 618892-48-1(Hazardous Substances Data)

Upstream product

• 134870-62-5 (3S)-3,6-dihydro-2,5-diethoxy-3-isopropylpyrazine 
• 618892-44-7 (1Z)-[3-(benzyloxy)-1-propenyl]phosphonic acid diethyl ester 
• 182207-31-4 (1E)-(3-benzyloxypropen-1-yl)phosphonic acid diethyl ester 

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.