4016-63-1
4016-63-1 結(jié)構(gòu)式
基本信息
8-溴鳥苷
8-溴鳥嘌呤核苷
8-溴鳥苷水合物
8-BROMOGUANOSINE
8-Bromo-D-guanosine
8-BROMOGUANOSINE, HPLC PURIFIED, 98% PURE WITH HPLC UV CHROMATOGRAM
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法
118-00-3
4016-63-1
向鳥苷（4.0 g，14.4 mmol）在水（100 mL）中的懸浮液中逐滴加入溴（0.8 mL，14.6 mmol），控制加入速度使反應(yīng)混合物在每次加入后恢復(fù)至無(wú)色。當(dāng)反應(yīng)混合物因殘留溴而呈現(xiàn)微黃色時(shí)終止加溴。迅速抽濾收集無(wú)色固體產(chǎn)物，依次用60 mL冷水和30 mL冷丙酮洗滌。將粗產(chǎn)物溶于150 mL熱水中進(jìn)行重結(jié)晶，隨后于60℃下真空干燥6小時(shí)。最終獲得4.4 g（11.8 mmol，收率85%）目標(biāo)化合物13，為無(wú)色針狀晶體，熔點(diǎn)198-200℃。核磁共振數(shù)據(jù)如下：1H NMR (400 MHz, DMSO-d6) δ: 10.82 (1H, s), 6.50 (2H, s), 5.69 (1H, d, J = 6.4 Hz), 5.45 (1H, d, J = 6.0 Hz), 5.09 (1H, d, J = 5.2 Hz), 5.02 (1H, dd, J = 6.0, 11.6 Hz), 4.92 (1H, t, J = 6.0 Hz), 4.14 (1H, m), 3.86 (1H, m), 3.66 (1H, m), 3.52 (1H, m); 13C NMR (100 MHz, DMSO-d6) δ: 155.5, 153.4, 152.0, 121.2, 117.5, 89.7, 85.8, 70.5, 70.3, 62.0。
參考文獻(xiàn)：
[1] Photochemistry and Photobiology, 2018, vol. 94, # 4, p. 677 - 684
[2] Nucleosides, Nucleotides and Nucleic Acids, 2012, vol. 31, # 10, p. 707 - 719
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 5, p. 382 - 385
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 2, p. 379 - 383
[5] Tetrahedron Letters, 2016, vol. 57, # 27-28, p. 2949 - 2953