反应详情

温度

4 °C

Mix lysine HCl (3.65 g, 20 mmol) and S-methylisothiosemicarbazide hydroiodide (4.66 g, 20 mmol) and adjust to pH 10 with 1M NaOH. Stir under a blanket N2 at 40° C. (for 48 hours. Neutralize the reaction with 1M HCl and blow to a residue with a stream of N2. Apply the residue to a Dowex AG50-X8 column and elute with 0.2M NH4OH. Lyophilize the fractions containing the desired product and dissolve the resulting solid in water (20 ml). Add a solution of flavianic acid (3.2 g) in water (20 ml) and cool to 4° C. for 16 hours. Filter the resulting solid and crystallize from water to yield 1.2 g of the title compound. 1HNMR (d6DMSO) 1.3-1.6 (4,m), 1.85 (2,m), 3.15 (2,m), 3.95 (1,t), 8.05 (2,m), 8.8 (3,m), 9.2 (1,m); 13CNMR (d6DMSO) 22.3, 28.7, 30.2, 41.04, 52.0, 57.4, 124.7, 125.2, 129.1, 129.6, 130.3, 130.7, 132.0, 144.5, 158.8, 168, 172.1, 174.1.

1. washApply the residue to a Dowex AG50-X8 column and elute with 0.2M NH4OH
2. additioncontaining the desired product
3. dissolutiondissolve the resulting solid in water (20 ml)
4. additionAdd a solution of flavianic acid (3.2 g) in water (20 ml)
5. filtrationFilter the resulting solid
6. customcrystallize from water