17843-01-5

Basic information

• Product Name: TRIETHYLPHOSPHONODIFLUOROACETATE
• Synonyms: TRIETHYLPHOSPHONODIFLUOROACETATE;Triethyl 2,2-Difluorophosphonoacetate
• CAS NO: 17843-01-5
• Molecular Formula: C₈H₁₅F₂O₅P
• Molecular Weight: 0
• Mol File: 17843-01-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: TRIETHYLPHOSPHONODIFLUOROACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIETHYLPHOSPHONODIFLUOROACETATE(17843-01-5)
• EPA Substance Registry System: TRIETHYLPHOSPHONODIFLUOROACETATE(17843-01-5)

Safety Data

• Hazardous Substances Data: 17843-01-5(Hazardous Substances Data)

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 
• 541-41-3 chloroformic acid ethyl ester 
• 82845-20-3 [(diethoxyphosphoryl)difluoromethyl]zinc bromide 
• 1478-53-1 Diethyl difluoromethylphosphonate 
• 694-17-7 Tetrafluorooxirane 
• 122-52-1 triethyl phosphite 
• 2356-16-3 ethyl(diethylphosphono)(fluoro)acetate 

Downstream Products

• 215600-09-2 [1,1-Difluoro-2-oxo-3-((R)-toluene-4-sulfinyl)-hex-5-enyl]-phosphonic acid diethyl ester 
• 215600-15-0 {Difluoro-[(2R,3S)-5-oxo-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methyl}-phosphonic acid diethyl ester 
• 215600-10-5 [(2R,3S)-1,1-Difluoro-2-hydroxy-3-((R)-toluene-4-sulfinyl)-hex-5-enyl]-phosphonic acid diethyl ester 
• 215600-11-6 [(2S,3R)-1,1-Difluoro-2-hydroxy-3-((R)-toluene-4-sulfinyl)-hex-5-enyl]-phosphonic acid diethyl ester 
• 215600-12-7 [(2S,3S)-1,1-Difluoro-2-hydroxy-3-((R)-toluene-4-sulfinyl)-hex-5-enyl]-phosphonic acid diethyl ester 
• 246028-15-9 (2R,R_S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate 
• 246028-17-1 (2S,R_S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfinyl)-hept-5-enylphosphonate 
• 246028-23-9 (2S)-diethyl 1,1-difluoro-2-hydroxy-6-methyl-3-(4-methylphenylsulfenyl)-hept-5-enylphosphonate 
• 1026461-22-2 (R_S)-diethyl 1,1-difluoro-6-methyl-3-(4-methylphenylsulfinyl)-2-oxo-hept-5-enylphosphonate 

Relevant articles and documents

Synthesis of 1,1-difluoroolefins via Wittig-Horner-Emmons reaction

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A Safe Facile Synthesis of Difluorophosphonoacetic Acid

Copper(I) halide catalyzed acylation of zinc bromide with ethyl chloroformate provides a safe, easily scaled up preparation of ethyl difluoro(diethoxyphosphinyl)acetate from readily available precursors.Silylation of this ester, followed by hydrolysis, gives difluorophosphonoacetic acid.

Synthesis of 3′-arylsulfonyl-4′-[(diethoxyphosphoryl)difluoromethyl]thymidine analogs

D- and L-Diethoxyphosphoryldifluoromethyl nucleoside analogs 8, bearing a sulfonylic moiety at C-3′ were synthesized following the building block approach to chiral fluorinated molecules. The condensation of ethyl 2-(diethoxyphosphoryl)2,2-difluoroacetate (2) and 4-(4-methylphenylsulfinyl)but-l-ene (3) followed by reduction of the thus formed ketones 4 to alcohols 5 and oxidative cyclization to the furanose derivatives 6 were the key steps of the synthetic sequence.