211567-35-0Relevant articles and documents
Alkylating agents from sugars. Cyclophosphamides derived from 2-amino- 2-deoxy-D-allose
Iglesias-Guerra, Fernando,Romero, Isidora,Alcudia, Felipe,Vega-Perez, Jose M.
, p. 57 - 62 (2007/10/03)
Cyclophosphamides derived from alkyl 2-amino-4,6-O-benzylidene-2-deoxy- β-D-allopyranosides have been synthesized with good yield by treatment of the corresponding 2-amino-2-deoxy-D-allose derivatives with bis(2- chloroethyl)phosphoramide dichloride. The ring-forming reaction took place with very high diastereoselectivity. Subsequent hydrogenolysis gave excellent yields of cyclophosphamides derived from alkyl 2-amino-2-deoxy-β-D- allopyranosides, with hydrophilicity greater than that of the precursors. The starting material was easily available from 2-acetamido-2-deoxy-D-glucose.