A linear synthesis of gemcitabine.

Authors :: Brown K
Weymouth-Wilson A
Linclau B
Source :: Carbohydrate research [Carbohydr Res] 2015 Apr 10; Vol. 406, pp. 71-5. Date of Electronic Publication: 2015 Jan 14.
Publication Year :: 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.<br /> (Copyright © 2015 The Authors. Published by Elsevier Ltd.. All rights reserved.)