Facile synthesis of nitrophenyl 2-acetamido-2-deoxy-α-D-mannopyranosides from ManNAc-oxazoline

被引：4
|
作者：
Krenek, Karel [1 ]
Simon, Petr [1 ]
Weignerova, Lenka [1 ]
Fliedrova, Barbora [1 ,2 ]
Kuzma, Marek [1 ]
Kren, Vladimir [1 ]
机构：
[1] Acad Sci Czech Republic, Inst Microbiol, CZ-14220 Prague, Czech Republic
[2] Charles Univ Prague, Dept Biochem, CZ-12840 Prague, Czech Republic
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 8卷
关键词：
alpha-ManNAc; glycosidase; glycosylation; nitrophenyl; oxazoline; NKR-P1; ACTIVATION;
D O I：
10.3762/bjoc.8.48
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthetic procedures for a large-scale preparation of o- and p-nitrophenyl 2-acetamido-2-deoxy-alpha-D-mannopyranoside are described. The synthetic pathway employs the glycosylation of phenol with ManNAc oxazoline, followed by nitration of the aromatic moiety yielding a separable mixture of the o- and p-nitrophenyl derivative in a 2:3 ratio.
引用
收藏
页码：428 / 432
页数：5
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