6-Monodeoxy-6-monoamino-beta-cyclodextrine

67217-55-4

29390-67-8

Synthesis of mono-(6-amino-6-deoxy)-β-cyclodextrin (CDNH2): 30 mL of an aqueous ammonia solution was added to 3 g of crude mono-6-O-(p-toluenesulfonyl)-β-cyclodextrin (CDOT) and the reaction mixture was stirred for 72 h at 50 °C. The reaction was carried out in a cold acetone solution. Upon completion of the reaction, the solution was recrystallized in cold acetone to give the crude product CDNH2. This crude product was subsequently purified by a cation exchange column, sequentially using deionized water and 0.1 M (NH4)2CO3 buffered aqueous solution as eluents. The total yield of the purified product was 79%. The reaction process and product purity were monitored by thin-layer chromatography (TLC) with the unfolding agent ratio of 1-propanol:ethyl acetate:water:NH3-H2O = 3:1:2:1 (v/v) and color development using CAM solution.