Abstract

Preparation and confirmation of some novel amide and amide siloxane derivatives of ascorbic acid part 1

Author(s): M.O.Abo-Elenien, Adlia A.Gasser, M.A.Noor

The preparation and confirmation of some novel amide and amide siloxane derivatives of ascorbic acid as following, in three necked flask with mechanical starrier in free solvent the 1M of ascorbic acid is reacted with 1Mof diethylene-triaamine at 170-1900Cfor 3hrs., the product is (E)-N-(2-(2- aminoethylamino)-ethyl)-2,3,4,5,6-penta-hydroxyhex-2-enamide(I).After that, the 1Mof compound I is mixed with 1Mof ethanolamine and added 1Mof dimethyl-dichlorosilane dropwise in presence of pyridine as acid acceptor at roomtemperature and raising it to 1700Cfor 3hrs., the product is (E)-2-((2- aminoethoxy)dimethylsilyloxy)-N-(2-(2-aminoethylamino)ethyl)-3,4,5,6- tetra-hydroxyhex-2-enamide (II).Also, the 1Mof compound I ismixed with 1M of -aminophenol and added 1M of dimethyl-dichlorosilane dropwise in presence of pyridine as acid acceptor at room temperature and raising it to 1700Cfor 3hrs., the product is (E)-N-(2-(2-aminoethylamino)ethyl)-2-((4- amino-phenoxy)dimethyl-silyloxy)-3,4,5,6-tetra-hydroxyhex-2-enamide(III). Finally, the 1M of compound I is mixed with 2M of -aminophenol and added 2M of dimethyl-dichlorosilane dropwise in presence of pyridine as acid acceptor at room temperature and raising it to 1700C for 3hrs., the product is (E)-N-(2-(2-minoethylamino) ethyl)-2,3-bis((4-aminophenoxy)- dimethylsilyloxy)-4,5,6-trihydroxyhex-2-enamide (IV). The products I, II, III and IVare purified and confirmed by FT.IR, 1HNMR and elemental analysis.