Glycosyl alkoxythioimidates as complementary building blocks for chemical glycosylation.
Glycosyl alkoxythioimidates as complementary building blocks for chemical glycosylation.
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DOI：
10.1021/ol1023079
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发表时间：
2010-12-17
期刊：
影响因子：
5.2
通讯作者：
Demchenko, Alexei V.
中科院分区：
文献类型：
--
作者：
Ranade, Sneha C.;Kaeothip, Sophon;Demchenko, Alexei V.
据报道，S-糖基O-甲基苯基硫代氨基甲酸酯（SNea硫代氨基甲酸酯）与S-苯并恶唑基（SBox）糖苷相比具有完全正交的特征。通过在各种启动子的存在下进行竞争性糖基化实验，揭示了这种完全的正交性。获得的结果表明，SNea硫代氨基甲酸酯具有与糖基硫氰酸酯非常相似的反应性特征，但显著更稳定，并耐受选定的保护基团操作。这些特征使得SNea硫代氨基甲酸酯成为进一步用于寡糖合成的新的有前景的结构单元。
It is reported that S-glycosyl O-methyl phenylcarbamothioates (SNea carbamothioates) have a fully orthogonal character in comparison to S-benzoxazolyl (SBox) glycosides. This complete orthogonality was revealed by performing competitive glycosylation experiments in the presence of various promoters. The results obtained indicate that SNea carbamothioates have a very similar reactivity profile to that of glycosyl thiocyanates, yet are significantly more stable and tolerate selected protecting group manipulations. These features make the SNea carbamothioates new promising building blocks for further utilization in oligosaccharide synthesis.
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影响因子：
5.2
作者：
Kamat, MN;Demchenko, AV
通讯作者：
Demchenko, AV
影响因子：
16.6
作者：
Demchenko, AV;Pornsuriyasak, P;Malysheva, NN
通讯作者：
Malysheva, NN
影响因子：
3.1
作者：
Kaeothip, Sophon;Akins, Steven J.;Demchenko, Alexei V.
通讯作者：
Demchenko, Alexei V.
影响因子：
3.1
作者：
KOCHETKOV, NK;KLIMOV, EM;DEMCHENKO, AV
通讯作者：
DEMCHENKO, AV
影响因子：
3.6
作者：
Kamat, Medha N.;De Meo, Cristina;Demchenko, Alexei V.
通讯作者：
Demchenko, Alexei V.