N-Hydroxyphthalimide → HCID 18358843, compound

Participants

Reaction Steps

1-(4-Methylcarboxybutyl)-5-(2-hydroxyethyl)uracil (13.2) no (6.213 g. 23 mmol) was dissolved in anhydrous tetrahydrofuran. N-Hydroxyphthalimide (7.505 g, 46 mmol) and triphenylphosphine (12.046 g, 46 mmol) were added and the solution stirred at ambient temperature. Diethylazodicarboxylate (9.95 g, 57 mmol) was added in 0.5 ml aliquots over 10 minutes, the reaction was then stirred for a further hour. The product was recrystallized twice from chloroform : diethyl ether mixtures to yield 1-(4-methylcarboxybutyl)-5-(2-phthalimidooxyethyl)uracil (13.3) (8.77 g, 91.8%). The structure was confirmed by mass spectroscopy and proton NMR.

Provenance & Evidence