Sodium Hydroxide → 2-(6-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-8-ylamino)ethylphosphonic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of 8-bromoadenosine (1 mmol), aminoethylphosphonate (2 mmol), and sodium hydroxide (2 mmol) in ethanol-water in a sealed tube was warmed at 110° C. under nitrogen. After 24 h the cooled reaction mixture was purified through preparative HPLC to give 8-(2-phosphonoethylamino)-adenosine (4.1). mp 175° C.; Anal. calcd. for C12H19N6O7P+0.5 H2O: C: 36.10; H: 5.05; N: 21.05; P: 7.76. Found: C: 36.08; H: 4.83; N: 20.36; P: 7.86.

Provenance & Evidence