Phosphonates dimethyl 2-oxopropyl

C3H4O3 127-17-3) see Perindopril (2-oxopropyl)phosphonic acid dimethyl ester (C5H),04P 4202-14-6) see Latanoprost 11 -oxo-3-(l-pyrrolidinyl)prcgna-3,5,17(20)-trien-21-oic acid methyl ester... 

Phosphonic acid (3- [hydroxymelhyI jamino -3 -oxopropyl)-dimethyl ester... 

The CPSC staff performed quantitative risk assessments on various flame-retardants for both upholstered residential furniture fabrics and foam.89 CPSC addresses chemical hazards under the Federal Hazardous Substances Act (FHSA), which is risk based. For fabrics, five flame-retardants were evaluated, that include antimony trioxide, deca-BDE, HBCD, phosphonic acid, (3- [hydroxymethyl]amino)-3-oxopropyl)-, dimethyl ester (PA), and tetrakis (hydroxymethyl) phosphonium chloride (THPC). These flame-retardants were selected for study because they are used to comply with the U.K. upholstered furniture flammability standard (except THPC) and fabric samples were available for testing. The staff concluded in 2006 that deca-BDE, HBCD, and PA would not present a hazard to consumers and that additional data would be needed to assess antimony trioxide and THPC. 

Reaction of aldose derivatives with dimethyl(diazomethyl)phosphonate (382) generated in situ by methanolysis of dimethyl(l-diazo-2-oxopropyl)phosphonate leading to gluco-l-ynitol derivatives (383) has been described. This one-pot synthesis tolerates free hydroxyl groups. ... 

Ohira, S. Methanolysis of dimethyl (1 -diazo-2-oxopropyl)phosphonate generation of dimethyl (diazomethyl)phosphonate and reaction with carbonyl compounds. Synth. Common. 1989, 19, 561-564. 

Diazoalkanes are well known as reagents for carbon insertion reactions through the intermediacy of carbenes. Here, diethyl acetylphosphonate has been shown to react with diazomethane to give a mixture of 2-(diethoxyphosphinoyl)-2-methyloxirane (the major product) together with traces of diethyl (2-oxopropyl)phosphonate the reaction between dimethyl acetylphosphonate and diazoethane and that between diethyl ben-zoylphosphonate and diazomethane both afford only the (2-oxoalkyl)phosphonic... 

The nature of any solvent and the reaction temperature can also be of some importance. For the reaction between trimethyl phosphite and bromoacetone, carried out in diethyl ether at 30 °C, in MeOH or thf at 60 °C or in the absence of a solvent at 110-120 °C the yields of dimethyl (2-oxopropyl)phosphonate were 35, 28, 55 and 45%, whilst those of dimethyl ethenyl phosphate were 30,55,30 and 55%, respectively The proportion of oxoalkylphosphonate to enol phosphate for the reaction between triethyl phosphite and bromoacetone at 150 °C is 20 80, and this ratio is reversed if the reaction is carried out in boiling diethyl ether. Sometimes a change in both solvent and halogen produces a pronounced beneficial effect with regard to phosphonate formation thus the 80 20 advantage just noted for bromoacetone in diethyl ether is raised to 90 10 for chloroacetone at 150 °C, but for iodoacetone in boiling diethyl ether it is only 10 90 ... 

The treatment of dimethyl (2-oxopropyl)phosphonate with H202-HBr leads to the a-bromo derivative asymmetric hydrogenation of the latter in the presence of Ru(II) and either (5) or (R)-BINAP affords dimethyl [(IR, 2S)-l-bromo-2-hydroxypropyl]phosphonate, a convenient source of phosphonomycin (fosfomycin)". ... 

The reaction of aldoses and their derivatives with dimethyl (diazo-methyl)phosphonate, generated by in-situ methanolysis of dimethyl (l-diazo-2-oxopropyl)phosphonate, gives rise to 1,2-dideoxy-ald-l-ynitol derivatives in moderate to high yield (48-84%). ° Eight examples, including the conversion of... 

An elegant alternative for a dynamic kinetic resolution of dimethyl(l-chloro-2-oxopropyl)phosphonate was reported by Feske and coworkers as a key step for the synthesis of (—)-fosfomydn (33) [62]. (lR,2S)-l,2-Epoxypropylphosphonic acid (fosfomycin. Scheme 4.14) was originally isolated from Streptomyces fradiae and is used as an antibiotic for the treatment of a variety of infections such as urinary tract or lung infections. In this work, a Ubrary of baker s yeast reductases was employed to reduce dimethyl(l-chloro-2-oxopropyl)phosphonate to the corresponding alcohol. Two reductases, YBR149wand YDR368w, showed good diastereoselectivities toward... 

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