CONVENIENT SYNTHESIS OF 2-AZIDO-2-DEOXY-ALDOSES BY DIAZO TRANSFER
CONVENIENT SYNTHESIS OF 2-AZIDO-2-DEOXY-ALDOSES BY DIAZO TRANSFER
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DOI：
10.1002/hlca.19910740842
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发表时间：
1991-01-01
影响因子：
1.8
通讯作者：
MARTINLOMAS, M
中科院分区：
文献类型：
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作者：
VASELLA, A;WITZIG, C;MARTINLOMAS, M
从三氟甲磺酰叠氮（TfN 3）到2-氨基-2-脱氧-葡萄糖的重氮转移构成了用于制备部分保护或未保护的2-叠氮基-2-脱氧-醛糖的高产率、简单的方法。 因此，D-阿洛糖胺衍生物2得到93%的3，而重氮基转移到D-葡糖胺、D-甘露糖胺和D-半乳糖胺，然后乙酰化，分别以74-91、65和70%的产率得到叠氮化物5、7和9。
Diazo transfer from trifluoromethanesulfonyl azide (TfN3) to 2-amino-2-deoxy-glycoses constitutes a high-yielding, simple procedure for the preparation of partially protected or unprotected 2-azido-2-deoxy-aldoses. Thus, the D-allosamine derivative 2 gave 93% of 3, while diazo transfer to D-glucosamine, D-mannosamine, and D-galactosamine, followed by acetylation, yielded the azides 5, 7, and 9 in yields of 74-91, 65, and 70%, respectively.