Scaleable and efficient synthesis of 2′-deoxy-2′-N-phthaloyl nucleoside phosphoramidites for oligonucleotide synthesis

Scaleable and efficient synthesis of 2′-deoxy-2′-N-phthaloyl nucleoside phosphoramidites for oligonucleotide synthesis
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DOI:
10.1016/s0960-894x(02)00744-8
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发表时间:
2002-11-18
影响因子:
2.7
通讯作者:
Beigelman, L
Beigelman, L
中科院分区:
医学4区
文献类型:
--
作者:
Karpeisky, A;Sweedler, D;Beigelman, L

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在DBU存在下,以阿拉伯核苷为原料,用邻苯二甲酰亚胺进行三氟甲磺酸酯置换,合成了2 ′-脱氧-2 ′-N-邻苯二甲酰核苷。还合成了适用于自动化寡核苷酸合成的相应亚磷酰胺。在100-g规模制备2 ′-脱氧-2 ′-氨基-C亚磷酰胺上证明了所述方法的可扩展性。(C)2002爱思唯尔科技有限公司。保留所有权利。
2'-Deoxy-2'-N-phthaloyl nucleosides were prepared from arabino nucleosides by triflate displacement with phthalimide in the presence of DBU. The corresponding phosphoramidites suitable for automated oligonucleotide synthesis were also synthesized. The scalability of described procedures was demonstrated on a 100-g scale preparation of 2'-deoxy-2'-amino-C phosphoramidite. (C) 2002 Elsevier Science Ltd. All rights reserved.