A linear synthesis of gemcitabine
Related Experiment Videos
Kylie Brown1, Alex Weymouth-Wilson2, Bruno Linclau3
1Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK; Dextra Laboratories Ltd, The Science and Technology Centre, Earley Gate, Whiteknights Road, Reading RG6 6BZ, UK.
Carbohydrate Research
|February 16, 2015
Abstract:
Gemcitabine, 2'-deoxy-2',2'-difluorocytidine, is currently prescribed against a number of cancers. Here we report a linear synthesis of gemcitabine with a high-yielding direct conversion of 3,5-di-O-benzoyl-2-deoxy-2,2-difluororibose into the corresponding glycosyl urea as the key step, followed by conventional conversion to the cytosine base via the uracil derivative. The process proceeded with modest anomeric selectivity.