81645-62-7Relevant articles and documents
Synthesis of glycose carbamides and evaluation of the induction of erythroid differentiation of human erythroleukemic K562 cells
Landi, Martina,Catelani, Giorgio,D'Andrea, Felicia,Ghidini, Eleonora,Amari, Gabriele,Paola, Puccini,Bianchi, Nicoletta,Gambari, Roberto
body text, p. 745 - 754 (2009/09/27)
A series of carbamides derived from 1,2:5,6-di-O-isopropylidene-d-gluco- (1) and d-allofuranose (3) as well as their 5,6-O-deprotected analogues (2 and 4) and methyl 3,4-O-isopropylidene-α- and β-d-galactopyranosides (5 and 6) have been prepared in order to evaluate their ability to induce erythroid differentiation of human erythroleukemic K562 cells. Twenty out of 51 carbamides tested exhibit an appreciable activity as inducers of erythroid differentiation and have been fully characterized and described.
Synthesis and Reactions of 3-O-Phosphoniogluco- and Allofuranoses
Kunz, Horst,Schmidt, Peter
, p. 1245 - 1260 (2007/10/02)
Starting from the bicyclic gluco- (3,5,7, and 9) and allofuranoses 11 the isolable 3-O-phosphoniocarbohydrates (4,6,8,10, and 12) were synthesized by reaction with triphenylphosphane (1), diethyl azodicarboxylate (2), and alkylating or acylating agents.On heating, the various allo configurated salts 12 are converted into the corresponding at C-3 epimeric gluco configurated substitution products offering a wide range of flexibility.The reactions of the gluco configurated salts depend strongly on the type of nucleophile to be introduced and from neighboring groups in t he carbohydrate skeleton.The iodide 4a and the azide 4g react by substitution forming the allo derivatives 15.In contrast, bromide, chloride, and sulfonate as gegen-ions mainly cause rearrangement of the 5,6-isopropylidene bridge or opening of the 5,6-anhydro structure.