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Published on: September 9, 2016
A new synthesis of 2-chloro-2'-deoxyadenosine (Cladribine), CdA)
Shaohong Xu1, Peng Yao, Gairong Chen
1Department of Chemistry and Chemical Engineering, Xinxiang University, Xinxiang City, Henan Province, PR China.
Abstract:
A new efficient route for the synthesis of 2-chloro-2';-deoxyadenosine (Cladribine), CdA) has been developed. The key step of this method was selective deprotection of the acetyl group at the 2' position; the 3', 5' acetyl groups were not affected. This can be accomplished efficiently with hydroxylamine hydrochloride and sodium acetate in pyridine. The 2' hydroxyl group was removed by the Barton-McCombie reaction. Using this strategy, CdA was prepared in five steps and 31.0% yields.
