192382-68-6

Basic information

• Product Name: [(E)-(R)-4-((2R,5S)-3,6-Diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-3-methyl-4-phenyl-but-2-enyl]-phosphonic acid diethyl ester
• CAS NO: 192382-68-6
• Molecular Weight: 492.596
• Mol File: 192382-68-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [(E)-(R)-4-((2R,5S)-3,6-Diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-3-methyl-4-phenyl-but-2-enyl]-phosphonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [(E)-(R)-4-((2R,5S)-3,6-Diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-3-methyl-4-phenyl-but-2-enyl]-phosphonic acid diethyl ester(192382-68-6)
• EPA Substance Registry System: [(E)-(R)-4-((2R,5S)-3,6-Diethoxy-5-isopropyl-2,5-dihydro-pyrazin-2-yl)-3-methyl-4-phenyl-but-2-enyl]-phosphonic acid diethyl ester(192382-68-6)

Safety Data

• Hazardous Substances Data: 192382-68-6(Hazardous Substances Data)

Upstream product

• 192382-63-1 diethyl ((1E,3E)-3-methyl-4-phenylbuta-1,3-dien-1-yl)phosphonate 

Downstream Products

• 192382-72-2 (E)-(2R,3R)-2-Amino-6-(diethoxy-phosphoryl)-4-methyl-3-phenyl-hex-4-enoic acid ethyl ester 

Relevant articles and documents

Conjugate addition of lithiated Schollkopf's bislactim ether to 1E,3E-Butadienylphosphonates: Stereocontrolled access to 2,3 -anti-4E 2-Amino-6-phosphono-4-hexenoic acid derivatives

Face-selective 1,6-addition of lithiated Schollkopf's bislactime ether 5 to 4-substituted, 1,4- or 3,4-disubstituted 1E,3E-butadienylphosphonates 6a-d allows a direct and stereocontrolled access to semi-rigid AP6 analogues, the 2,3-anti-4E 2-amino-6-phosphono-4-hexenoic acid derivatives 4a-c. The relative stereochemistry was assigned from a NMR study of the cyclic derivative 12c. Tenmembered trans-fused chair-boat-like transition states are invoked to rationalize the stereochemical outcome of the addition.