939387-84-5

Basic information

• Product Name: diethyl (Z)-3-[N-acetyl-N-(benzyloxy)amino]-1-(3-nitrophenyl)prop-1-enylphosphonate
• Synonyms: diethyl (Z)-3-[N-acetyl-N-(benzyloxy)amino]-1-(3-nitrophenyl)prop-1-enylphosphonate
• CAS NO: 939387-84-5
• Molecular Weight: 462.439
• Mol File: 939387-84-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: diethyl (Z)-3-[N-acetyl-N-(benzyloxy)amino]-1-(3-nitrophenyl)prop-1-enylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (Z)-3-[N-acetyl-N-(benzyloxy)amino]-1-(3-nitrophenyl)prop-1-enylphosphonate(939387-84-5)
• EPA Substance Registry System: diethyl (Z)-3-[N-acetyl-N-(benzyloxy)amino]-1-(3-nitrophenyl)prop-1-enylphosphonate(939387-84-5)

Safety Data

• Hazardous Substances Data: 939387-84-5(Hazardous Substances Data)

Upstream product

• 939387-57-2 diethyl (E)-3-[N-acetyl-N-(benzyloxy)amino]-1-(tributylstannyl)prop-1-enylphosphonate 
• 645-00-1 m-iodonitrobenzene 

Downstream Products

• 939388-07-5 diethyl 3-[N-acetyl-N-(hydroxy)amino]-1-(3-aminophenyl)propylphosphonate 
• 951213-01-7 C₁₅H₂₁N₂O₇P 

Relevant articles and documents

Divergent strategy for the synthesis of α-aryl-substituted fosmidomycin analogues

(Chemical Equation Presented) Fosmidomycin is the first representative of a new class of antimalarial drugs acting through inhibition of 1-deoxy-D-xylulose 5-phosphate (DOXP) reductoisomerase (DXR), an essential enzyme in the non-mevalonate pathway for the synthesis of isoprenoids. This work describes a divergent strategy for the synthesis of a series of α-aryl-substituted fosmidomycin analogues, featuring a palladium-catalyzed Stille coupling as the key step. An α-(4-cyanophenyl)fosmidomycin analogue emerged as the most potent analogue in the present series. Its antimalarial activity clearly surpasses that of the reference compound fosmidomycin.

ORGANOPHOSPHORIC DERIVATIVES USEFUL AS ANTI-PARASITIC AGENTS

The present invention relates to novel phosphonic acid compounds having the structural formula (I): wherein: (a) R is a group of 1 to 5 substituents independently selected from the group consisting of fluoro, chloro, bromo, C1-4 alkoxy, C1