| N~6,N~6-二(叔丁氧羰基)-2',3'-O-异丙叉腺苷的合成 |
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| 引用本文： | 李静,敖桂珍,陈晶磊,乔春华.N~6,N~6-二(叔丁氧羰基)-2',3'-O-异丙叉腺苷的合成[J].合成化学,2009,17(6). |
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| 作者姓名： | 李静 敖桂珍 陈晶磊 乔春华 |
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| 作者单位： | 苏州大学,药学院,江苏,苏州,215123 |
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| 摘 要： | 以腺苷(2)为原料,经丙酮叉保护2',3'-位羟基得2',3'-O-异丙叉腺苷(3);3经叔丁基二甲硅氯保护5'-羟基得5'-O-叔丁二甲基硅基-2',3'-O-异丙叉腺苷(4);4经二碳酸二叔丁酯保护氨基得到N~6,N~6-二(叔丁氧羰基)-2',3'-O-异丙叉基-5'-O-叔丁二甲基硅基腺苷(5);5用四丁基氟化铵脱去叔丁二甲基硅基合成了新化合物N`6,N~6-二(叔丁氧羰基)-2',3'-O-异丙叉腺苷,总收率54.3%,其结构经~1H NMR,~(13)C NMR,IR和HR-MS表征.
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| 关 键 词： | 腺苷 保护 脱保护 合成 |
Synthesis of N~6,N~6-bis(t-butoxycarbonyl)-2',3'-O-isopropylideneadenosine |
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| LI Jing,AO Gui-zhen,CHEN Jing-lei,QIAO Chun-hua.Synthesis of N~6,N~6-bis(t-butoxycarbonyl)-2',3'-O-isopropylideneadenosine[J].Chinese Journal of Synthetic Chemistry,2009,17(6). |
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| Authors: | LI Jing AO Gui-zhen CHEN Jing-lei QIAO Chun-hua |
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| Abstract: | A new compound, N~6,N~6-bis(t-butoxycarbonyl)-2',3'-O-isopropylideneadenosine, was synthesized in overall yield of 54.3% from adenosine using acetone to protect the 2', 3'-dihydroxy group on the sugar ring, t-BuMe_2SiCl to protect the 5'-hydroxy group, and (Boc)_2O to protect the amino group. The protective group t-BuMe_2Si- was removed by Bu_4NF. The structure was characterized by ~1H NMR, ~(13)C NMR, IR and HR-MS. |
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| Keywords: | adenosine protection de-protection synthesis |
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