95448-38-7Relevant academic research and scientific papers
Synthesis of branched 9-[2-(2-phosphonoethoxy)ethyl]purines as a new class of acyclic nucleoside phosphonates which inhibit Plasmodium falciparum hypoxanthine-guanine-xanthine phosphoribosyltransferase
Hockova, Dana,Holy, Antonin,Masojidkova, Milena,Keough, Dianne T.,Jersey, John de,Guddat, Luke W.
scheme or table, p. 6218 - 6232 (2011/02/26)
The malarial parasite Plasmodium falciparum (Pf) lacks the de novo pathway and relies on the salvage enzyme, hypoxanthine-guanine-xanthine phosphoribosyltransferase (HGXPRT), for the synthesis of the 6-oxopurine nucleoside monophosphates. Specific acyclic
Biocatalytic syntheses of chiral non-racemic 2-hydroxyalkanephosphonates
Zurawinski, Remigiusz,Nakamura, Kaoru,Drabowicz, Jozef,Kielbasinski, Piotr,Mikolajczyk, Marian
, p. 3139 - 3145 (2007/10/03)
A series of 2-oxoalkanephosphonates 2 were screened for reduction with Geotrichum candidum. Only diethyl 2-oxopropanephosphonate 2a underwent asymmetric reduction to give (+)-(R)-diethyl 2-hydroxypropanephosphonate 3a with 98% e.e. In turn, a series of racemic 2-hydroxyalkanephosphonates 3 were acetylated under kinetic resolution conditions in the presence of various lipases to give the corresponding 2-acetoxyalkanephosphonates 4 and recovered alcohols 3 in good yields and with e.e. up to 93%.
NEW APPROACH TO DIETHYL 2-AMINOALKYLPHOSPHONATES
Gajda, T.,Nowalinska, M.,Zawadzki, S.,Zwierzak, A.
, p. 45 - 50 (2007/10/03)
Diethyl 2-aminoalkylphosphonates 5 have been obtained in good yields in one-step procedure employing the Mitsunobu reaction of diethyl 2-hydroxyalkylphosphonates 2 with hydrazoic acid, and subsequent treatment of the intermediate azides 3 with triphenylphosphine, followed by hydrolysis of the iminophosphoranes 4 with water. Key words: Diethyl 2-aminoalkylphosphonates, diethyl 2-hydroxyalkylphosphonates, Mitsunobu reaction, Staudinger reaction, azidation of alcohols.
PHOSPHONIC SYSTEMS. 7. REACTIONS OF 2,3-EPOXYPHOSPHONATES WITH NUCLEOPHILES: PREPARATION OF 2,3-DISUBSTITUTED ALKYLPHOSPHONIC ESTERS AND RELATED SYSTEMS
Phillips, A. M. M. M.,Mphahlele, M. J.,Modro, A. M.,Modro, T. A.,Zwierzak, A.
, p. 165 - 174 (2007/10/02)
Diethyl 2,3-epoxyalkylphosphonates react regioselectively with various nucleophilic reagents yielding 2-hydroxy-3-substituted alkylphosphonic esters.The 2-hydroxy functionality can be easily converted into an ester or ether derivative.The reaction of diethyl 2,3-epoxypropylphosphonate with ketone enamines does not lead to hydroxyketophosphonates, but results in the corporation of the 3-phosphonopropylidene group (CH-CH2-PO3Et2) into the position 2 of the parent ketone.Key words: 2,3-Epoxyphosphonates; nucleophilic opening of epoxides; reaction of epoxides with enamines; 2-(3'-diethoxyphosphonyl)propylidenecycloalkanones.
A facile synthesis of β- and γ- hydroxyphosphonate esters from epoxides
Racha,Li,El-Subbagh,Abushanab
, p. 5491 - 5494 (2007/10/02)
A BF3 · OEt2 catalyzed, regiospecific nucleophilic ring opening reaction of epoxides by dialkyl phosphite and methanephosphonate esters is described. The reaction proceeds in good to excellent yields to give the title compounds and i
A NEW SYNTHETIC ROUTE OF β-HYDROXYALKYLPHOSPHONATES FROM β,γ-EPOXYALKYLPHOSPHONATES
Nagase, Toshio,Kawashima, Takayuki,Inamoto, Naoki
, p. 1997 - 2000 (2007/10/02)
β-Hydroxyalkylphosphonates were synthetized from β,γ-epoxyalkylphosphonates and RMgX/ cat.CuI reagents, which is a new synthetic route for the various types of α- and/or γ-substituted β-hydroxyalkylphosphonates.
