Imidazole → HCID 67259647, compound

Participants

Reaction Steps

The reaction is carried out according to Example 5 starting from 6-Methyl-9-(β-D-ribofuranosyl)purine (2a in Table VII) (108 mg, 0.41 mmol), triphenylphosphine (361 mg, 1.36 mmol), and imidazole (185 mg, 2.70 mmol) in M-PYROL (2 ml). Hassan et al., Convenient Synthesis of 6-Methylpurine and Related Nucleosides, Nucleosides, Nucleotides, & Nucleic Acids, 19, 1123-1134 (2000). Iodine beads (1-3 mm) (339 mg, 1.33 mmol) are added over 10 min. The resulting red solution is stirred at room temperature for 4 h at which time TLC indicated complete reaction. No further addition of reagents is required. After aqueous workup and purification by preparative TLC as described for per Example 5, pure 2b (93 mg, 61%) crystallized from 1:1 H2O/MeCN as a white solid.

Provenance & Evidence