Ammonium Hydroxide → HCID 68593441, compound

Participants

Reaction Steps

Compound 53.1 (183 mg, 0.36 mmol) was dissolved in 7 mL of anhydrous CH3CN and treated with TMS—Br (240 uL, 1.82 mmol). The solution was stirred at rt for 6 hrs. Added more TMS—Br (100 uL, 0.75 mmol) and stirred at room temperature for 16 hrs. Concentrated the reaction under reduced pressure. The residue was dissolved in methanol and added aqueous NH4OH solution, stirred for another 3 hrs and concentrated under reduced pressure. The residue was subjected to a reverse phase HPLC to give compound 53.2 (110 mg, 81% yield). 1H NMR (D2O, 300 MHz): δ 6.32 (m, 1H), 6.07 (s, 1H), 5.83 (m, 1H), 4.96 (m, 1H), 4.73 (m, 1H), 2.27 (m, 2H). 31P NMR: 11.17 ppm LC/MS: C10H14N7O5P Exact Mass: 343.08. Found: [M−H]− 342.0, [M+H]+ 344.1.

Provenance & Evidence