Synthesis of diethyl N-dodecylphosphoramidate analogs as potential inhibitors of dental plaque

Abstract

Notes E(His) 0.83 (pH 1.95), E(His) 1.10 (pH 8.6). Anal. (C47H73N13On.lAcOH.lH2O) C, , . Amino acid ratio in the acid hydrolysate was Asp 1.00, Arg 1.04, Val 1.00, Phe 1.00, lie 2.01, His 1.00, Pro 1.01, and after incubation with l-amino acid oxidase His 0.07, Pro 1.00.

Spectral Assignment of Phenanthrene Derivatives Based on 6H-Dibenzo[C,E][1,2] Oxaphosphinine 6-Oxide by NMR and Quantum Chemical Calculations

“…The reaction products of DOPO with resorcinol (2), phenol (3), and isopropanol (4) in the presence of triethylamine and carbon tetrachloride were obtained in good yields (Scheme 1). The in situ formation of the oxychloride intermediate 1a can be observed via 31 P NMR (δ 31 P = 21.3 ppm).…”

“…1-3 A wide range of applications have been reported in different areas of chemistry such as coordination chemistry, material science, homogeneous catalysis, development of biologically active compounds or pesticides, and additives for polymers such as lubricants or antioxidants. [4][5][6][7][8][9][10] There has recently been a growing interest from the flame retardant community regarding phosphorus-containing molecules as environmentally friendly alternatives to the existing, and often harmful, halogenated systems. [11][12][13] Among the broad range of documented phosphorus-based flame retardants, 6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide (DOPO, 1, cf.…”

Synthesis of new amidophosphates containing an adamantyl fragment under microwave irradiation

“…These compounds are commonly obtained either by the reaction of appropriate amines with phosphoric acid ester chlorides at heating [12][13][14][15][16][17][18], or by the ToddAtherton reaction [19,20]. In the first case the yields of the reaction products do not exceed 60%; in the second event the reaction proceeds either at the room temperature or at heating (from 2 to 17 h depending on the structure of the initial compounds), and it is complicated by a number of side processes, in particular, by the formation of pyrophosphates and phosphates.…”

“…In the first case the yields of the reaction products do not exceed 60%; in the second event the reaction proceeds either at the room temperature or at heating (from 2 to 17 h depending on the structure of the initial compounds), and it is complicated by a number of side processes, in particular, by the formation of pyrophosphates and phosphates. The only published example of the use of Todd-Atherton reaction in the synthesis of an amidophosphate with an adamantly fragment was the preparation of diethyl 1-adamantylamidophosphate [20]. The yield of the product was 58%.…”

Organophosphorus‐Selenium Heteroatom Derivatives from Selenation of Primary/Secondary Amines and Haloalkanes/Dihaloalkanes

“…[1][2][3] A wide range of applications have been documented in different fields such as coordination chemistry, material science, homogeneous catalysis, development of biologically active compounds or pesticides, and additives for polymers such as lubricants and antioxidants. [4][5][6][7][8][9][10] 2,4-Bis(phenyl)-1,3-diselenadiphosphethane-2,4-diselenide [{PhP(Se)(µ-Se)} 2 ] (Woollins' reagent, WR), a selenium counterpart of the wellknown Lawesson's reagent (LR), has been well developed as an efficient phosphorus-selenium containing building block or selenation reagent in organic synthetic chemistry in recent years. 11 The reactions of WR with various organic substrates exhibit a diverse spectrum ranging from simple oxygen-selenium exchange to the formation of complex phosphorus-selenium heterocycles as well as the formation of surprising phosphorus-selenium-free products.…”