N6-Furfuryl-2-aMinoadenosine synthesis

Yield:26783-39-1 96%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine at 125; for 48 h;

Steps:

8 4.8 2-Amino-N⁶-furfuryladenosine (6)

To a solution of 15 (241mg, 0.8mmol) in 2-methoxyethanol (3ml) was added furfurylamine (699mg, 7.2mmol) and DIPEA (931mg, 7.2mmol) and the whole was heated at 125°C for 48h, then evaporated. The residue was chromatographed on silica gel column with CH₂Cl₂-MeOH (95:5→92:8) and rechromatographed with EtOAc-MeOH (9:1) to give 6 as white solid (278mg, 96% yield). It was next crystallized from EtOAc. ¹H, ¹³C and ¹⁵N NMR data of 6 are given in Table1, Table2 and in Supplementary data section. HRMS [M+H]⁺ calcd for C₁₅H₁₉N₆O₅: 363.1417; found 363.1401.

References:

Baranowski, Daniel;Framski, Grzegorz;Wyszko, Eliza;Ostrowski, Tomasz [Journal of Molecular Structure,2019,vol. 1195,p. 110 - 118]