13071-58-4Relevant academic research and scientific papers
Synthesis of neoglycolipids containing oligosaccharides based on 3,6-branched-α-D-mannopyranosides as the carbohydrate moieties
Figueroa-Perez, Santiago,Verez-Bencomo, Vicente
, p. 851 - 868 (1998)
Several oligosaccharides containing 3,6-branched-α-D-mannopyranosides were obtained by selective glycosylation of 5-azido-3-oxapentyl α-D-mannopyranoside with acetobromosugars. After deacetylation and reduction of the spacer azido group, the oligosacchari
Synthesis of Glycerophosphonolipids Containing Aminoalkylphosphonic Acids
Yamauchi, Kiyoshi,Une, Fumiyoshi,Tabata, Sachio,Kinoshita, Masayoshi
, p. 765 - 770 (2007/10/02)
1,2-Di-O-octadecyl- and 1,2-di-O-hexadecanoyl-sn-glycerol 3-(2-aminoethyl)phosphonate (21) and (22) and the (3-aminopropyl)phosphonate analogues (23) and (24) were prepared with the aim of obtaining enzyme (lipase)-stable liposomes.New reactions were devised and classic methodologies were modified in order to transform D-mannitol (6) into optically pure 1,2-di-O-substituted sn-glycerols (12) and (13) (R=C18H37 and C15H31CO).Benzyloxycarbonylaminoalkylphosphonic acids (5a) and (5b) were then coupled with the glycerols by means of condensing reagents such as 2,4,6-triisopropylbenzenesulphonyl chloride.The resulting N-protected lipids were catalitically hydrogenated to furnish compounds (21)-(24) in overall yields of 10-20 percent from compound (6).
