Affiliation:
1. School of Pharmacy Xiamen Medical College Xiamen P.R. China
2. Xiamen Key Laboratory of Traditional Chinese Medicine Bioengineering Xiamen P.R. China
Abstract
AbstractA new synthesis of 3′‐deoxy‐3′‐fluoroadenosine for use as an important intermediate of antitumor‐active cyclic dinucleotide is disclosed. The synthesis started with the known 5‐O‐TBDPS‐D‐lyxofuranose 1,2‐acetonides, which was first transformed into a fluorinated compound after the DAST reaction. Desilylation and acidic methanolysis were then finished in one pot. After a sequence of triflation, displacement by OBz as well as benzoylation, perbenzoylated 3‐deoxy‐3‐fluoro‐D‐ribofuranoside was obtained, which would be transformed to 3′‐deoxy‐3′‐fluoroadenosine as the key intermediate of cyclic dinucleotide after ammonolysis.
Reference20 articles.
1. A decade of immune-checkpoint inhibitors in cancer therapy
2. STING is a direct innate immune sensor of cyclic di-GMP
3. B. E.Fink D. S.Dodd L.Qin Z.Ruan Y.Zhao L. S.Harikrishnan M. G.Kamau US20190030057 CAN 170: 232911.2019.
4. B. E.Fink D. S.Dodd S. J.Walker L.Chen Y.Zhao Z.Ruan L.Qin P. K.Park M. G.Kamau L. S.Harikrishnan US20190248828 CAN 171: 298322.2019.
5. Recent advances in the synthesis of fluorinated nucleosides