氨基葡萄糖寡糖的一锅法合成。
One-pot synthesis of glucosamine oligosaccharides.
作者信息
Fridman Micha, Solomon Dmitry, Yogev Shay, Baasov Timor
机构信息
Department of Chemistry and Institute of Catalysis Science and Technology, Technion-Israel Institute of Technology, Haifa 32000, Israel.
出版信息
Org Lett. 2002 Jan 24;4(2):281-3. doi: 10.1021/ol017054d.
[reaction: see text] Tuning the reactivity of glycosyl donors derived from 2-amino-2-deoxy glucose by selective introduction of different N-protecting (NPhth and NHTroc) and anomeric leaving groups (ethylthio and phenylthio) enabled highly efficient oligosaccharide synthesis in a one-pot manner. One-pot sequential glycosylation of three and four units of 2-amino-2-deoxy glucose gave trisaccharides and tetrasaccharide in 50-81% yields.
[反应：见正文] 通过选择性引入不同的N-保护基（NPhth和NHTroc）和异头离去基团（乙硫基和苯硫基）来调节源自2-氨基-2-脱氧葡萄糖的糖基供体的反应活性，能够以一锅法高效合成寡糖。对三个和四个单元的2-氨基-2-脱氧葡萄糖进行一锅顺序糖基化反应，得到了产率为50-81%的三糖和四糖。
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