182207-36-9

Basic information

• Product Name: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine
• Synonyms: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine
• CAS NO: 182207-36-9
• Molecular Weight: 539.609
• Mol File: 182207-36-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine(182207-36-9)
• EPA Substance Registry System: (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-((benzyloxycarbonylamino)methyl)ethyl]-2,5-dihydro-5-isopropylpyrazine(182207-36-9)

Safety Data

• Hazardous Substances Data: 182207-36-9(Hazardous Substances Data)

Upstream product

• 67561-03-9 N-benzyloxycarbonylglycinal 
• 134870-62-5 (3S)-3,6-dihydro-2,5-diethoxy-3-isopropylpyrazine 
• 182207-32-5 (E)-[3-(benzyloxycarbonylamino)-1-propenyl]phosphonic acid diethyl ester 

Downstream Products

• 182207-45-0 ethyl (2R,3S)-2-amino-3-(N-(benzyloxycarbonyl)aminomethyl)-4-(diethoxyphosphoryl)butanoate 

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.