Synthesis of acyclic galactitol- and lyxitol-aminophosphonates as inhibitors of UDP-galactopyranose mutase

Green, one-pot synthesis of α-aminophosphonates catalyzed by ZnI2 at room temperature

“…As a type of natural amino acid analogs, α -aminophosphonates constitute an important class of compounds with diverse biological activities. The activity of α -aminophosphonates as peptidomimetics [2] , enzyme inhibitors [3] , pharmacogenic agents [4] , haptens of catalytic antibodies [5] , herbicidals [6] , inhibitors of serine hydrolases [7] , inhibitors of UDP-galactopyranose mutase [8] and antitumor agents [9 -11] , and many other applications are well documented. However, one-pot synthesis of α -aminophosphonates remains a favorite due to its versatile route and high yielding reactions.…”

Synthesis and antiviral activity of novel pyrazole amides containing α‐aminophosphonate moiety

“…General procedure for the preparation of compounds J 1 -J 15 . A mixture of intermediate 5 (1.5 mmol) and triethylamine (1.5 mmol) in THF (10 mL) was stirred at room temperature and then the system was cooled down to 0 C. The intermediate I (1 mmol) in THF (10 mL) was slowly added into the above mixture, heated up to 25 C, and stirred for another 0.5 h. The triethylamine hydrochloride generated was removed by filtration; the solvent was evaporated to afford a crude product which was further purified by column chromatography on silica using a mixture of petroleum ether/ethyl acetate (1/1, v/ v) as an eluant to give the target compounds in 45-80% yields.…”

“…Another important class of compounds that belongs to a-aminophosphonic acid group has enormous application as growth regulators, fungicides, plant virucides, and herbicides [8][9][10]. A great deal of research has been directed for the development of suitable synthetic techniques to access biologically active a-aminophosphonates and their derivatives [11][12][13][14][15]. In our continued endeavor to develop environment-friendly antiviral agents, we had earlier prepared a large number of substituted aryl aminophosphonate derivatives containing amide, thiourea, and cyanoacrylate moieties [16][17][18][19][20][21][22][23][24].…”

Design and one-pot synthesis of new α-aminophosphonates and antimicrobial activity

“…[1][2][3][4][5] It has been reported that some alkyl-substituted phosphonate compounds have antifungal activity, [7,8] antibacterial activity, [9][10][11][12] antitumor effects [13][14][15] and antiviral activity. [16] Also, the activities of α-aminophosphonates as peptidomimetics, [17] enzyme inhibitors, [18] haptens of catalytic antibodies, [19] herbicidals, [20] inhibitors of serine hydrolases [21] and inhibitors of UDP-galactopyranose mutase [22] are reported in literature.…”