Bicarbonate Ion → 2-[(2,4-Diamino-pteridin-6-ylmethyl)-amino]-3-(4-hydroxy-phenyl)-propionic Acid Tert-butyl Ester

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To a solution of 6-bromomethyl-2,4-pteridinediamine hydrobromide (31.2 mg, 0.116 mmol) in anhydrous N,N dimethylacetamide was added 2-amino-3-(4-hydroxy-phenyl)-propionic acid tert-butyl ester (30.22 mg, 0.127 mmol). The reaction mixture was stirred at 50° C. overnight. The crude product was poured into saturated bicarbonate solution. The resulted precipitate was collected and purified by preparative HPLC. 17.2 mg product was obtained. Yield: 71%; 1H NMR (500 MHz, DMSO-d6): δ 1.33577 (s, 9H), 2.94185–3.02295 (m, 2H), 3.6550(b, 1H), 4.0878 (s, 2H), 6.70174–6.72384 (dd, J1=8.545 Hz, J2=2.59 Hz, 2H), 7.02394–7.04103 (d, J=8.545 Hz, 2H); 9.38501 (s, 1H); ESI-MS: 412 (M++1)

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