150618-05-6

Basic information

• Product Name: L-Phenylalanine, 4-[(diethoxyphosphinyl)difluoromethyl]-N-[(1,1-dimethylethoxy)carbonyl]-
• CAS NO: 150618-05-6
• Molecular Formula: C19H28F2NO7P
• Molecular Weight: 451.404
• Mol File: 150618-05-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, 4-[(diethoxyphosphinyl)difluoromethyl]-N-[(1,1-dimethylethoxy)carbonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, 4-[(diethoxyphosphinyl)difluoromethyl]-N-[(1,1-dimethylethoxy)carbonyl]-(150618-05-6)
• EPA Substance Registry System: L-Phenylalanine, 4-[(diethoxyphosphinyl)difluoromethyl]-N-[(1,1-dimethylethoxy)carbonyl]-(150618-05-6)

Safety Data

• Hazardous Substances Data: 150618-05-6(Hazardous Substances Data)

Upstream product

• 156017-40-2 diethyl (4-iodobenzoyl)phosphonate 
• 156017-41-3 [Difluoro-(4-iodo-phenyl)-methyl]-phosphonic acid diethyl ester 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 
• 150618-09-0 (S)-2-tert-Butoxycarbonylamino-3-[4-(diethoxy-phosphoranecarbonyl)-phenyl]-propionic acid benzyl ester 
• 123993-20-4 N-tert.-butoxycarbonyl-(4-trifluoromethanesulfonyloxy)-L-phenylalanine benzyl ester 
• 150618-07-8 4-((S)-2-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-benzoic acid 
• 1711-02-0 4-iodobenzoic acid chloride 
• 94882-74-3 benzyl 2(S)-(tert-butoxycarbonylamino)-3-p-toluenesulfonylpropionate 
• 108957-20-6 (R)-N-(tert-butoxycarbonyl)-3-iodoalanine benzyl ester 
• 93267-04-0 N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester 
• 59524-02-6 N-tert-butoxycarbonyl-L-serine benzyl ester 
• 56926-94-4 methyl (2S)-2-[N-(t-butoxycarbonyl)amino]-3-(4-methylbenzenesulfonyl)-oxypropionate 
• 113850-76-3 N-(tert-butoxycarbonyl)-4-iodo-L-phenylalanine methyl ester 
• 103882-09-3 N-Boc-4-I-Phe-OH 

Downstream Products

• 1609462-44-3 (S)-allyl 2-{(tert-butoxycarbonyl)amino}-3-[4-{(diethoxyphosphoryl)difluoromethyl}phenyl]propanoate 
• 1609462-55-6 (2S)-2-([{(9H-fluoren-9-yl) methoxy}carbonyl]amino)3-{4-(difluoro[hydroxy{(2-nitro-benzyl)oxy}phosphoryl] methyl)-phenyl}propanoic acid 
• 1609462-52-3 (2S)-allyl 2-([{(9H-fluoren-9-yl)methoxy}carbonyl]amino)-3-{4-(difluoro[hydroxy{(2-nitrobenzyl)oxy}phosphoryl]methyl)phenyl}propanoate 
• 1609462-49-8 (S)-([4-{2-([{(9H-fluoren-9-yl)methoxy}carbonyl]amino)-3-(allyloxy)-3-oxopropyl}phenyl]difluoromethyl)phosphonic acid 
• 1609462-46-5 (S)-allyl 2-([{(9H-fluoren-9-yl)methoxy}carbonyl]amino)-3-[4-{(diethoxyphosphoryl)difluoromethyl}phenyl]propanoate 

Relevant articles and documents

PROTEIN TYROSINE PHOSPHATASE INHIBITORS AND METHODS OF USE THEREOF

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A facile solution and solid phase synthesis of phosphotyrosine mimetic L-4-[diethylphosphono(difluoromethyl)]-phenylalanine (F2Pmp(EtO)2) derivatives

The F2Pmp derivatives were prepared in 80-90% yield from commercially available protected L-4-iodophenylalanine by esterification with diazomethane followed by a CuCl-mediated coupling to (diethylphosphonyl) difluoromethylcadmium bromide. Moreover, treatment of L-4-iodoPhe-containing peptides under the same coupling conditions provided the F2Pmp-containing peptides in very good yields.

Enantioselective synthesis of N-Boc and N-Fmoc protected diethyl 4-phosphono(difluoromethyl)-L-phenylalanine; agents suitable for the solid-phase synthesis of peptides containing nonhydrolyzable analogues of O-phosphotyrosine

Enantioselective convergent syntheses of N-Boc and N-Fmoc protected diethyl 4-phosphono(difluoromethyl)-L-phenylalanine are reported.