Simultaneous 2-O-deacetylation and 4-amination of peracetylated Neu5Ac: application to the synthesis of (4 -> 4)-piperazine derivatives linked sialic acid dimers

doi:10.1016/j.tet.2008.04.046

	Simultaneous 2-O-deacetylation and 4-amination of peracetylated Neu5Ac: application to the synthesis of (4 -> 4)-piperazine derivatives linked sialic acid dimers
	Ye, Deju 1; Deng, Guanghui 1; Liu, Wenfeng 1,2; Zhou, Yu1,2 ; Feng, Enguang 1; Jiang, Hualiang1,3 ; Liu, Hong1
刊名	TETRAHEDRON
	2008-06-30
卷号	64 期号:27 页码:6544-6550
ISSN号	0040-4020
DOI	10.1016/j.tet.2008.04.046
文献子类	Article
英文摘要	A simultaneous stereoselective 2-O-deacetylation and 4-amination reaction of peracetylated Neu5Ac 1 has been established with cyclic secondary amines, such as 1-N-Boc-piperazine. Four C-2-symmetric and two asymmetric sialic acid dimers with (4 -> 4)-piperazine derivatives linked were synthesized. They may serve as precursors of unnatural polysialic acids. (c) 2008 Elsevier Ltd. All rights reserved.
WOS关键词	N-ACETYLNEURAMINIC ACID ; SOLUTION-PHASE SYNTHESIS ; CMP-SIALATE SYNTHASE ; STEREOSELECTIVE-SYNTHESIS ; OLIGOSIALIC ACIDS ; NEURAMINIC ACID ; BUILDING-BLOCK ; AMINO-ACID ; ANALOGS ; DICHLOROMETHANE
WOS研究方向	Chemistry
语种	英语
出版者	PERGAMON-ELSEVIER SCIENCE LTD
WOS记录号	WOS:000256895100050
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/272885]
专题	药物化学研究室药物发现与设计中心
通讯作者	Liu, Hong
作者单位	1.Chinese Acad Sci, Shanghai Inst Biol Sci, Shanghai Inst Mat Med, Ctr Drug Discovery & Design,State Key Lab Drug Re, Shanghai 201203, Peoples R China; 2.Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Shenyang 110016, Peoples R China; 3.E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
推荐引用方式 GB/T 7714	Ye, Deju,Deng, Guanghui,Liu, Wenfeng,et al. Simultaneous 2-O-deacetylation and 4-amination of peracetylated Neu5Ac: application to the synthesis of (4 -> 4)-piperazine derivatives linked sialic acid dimers[J]. TETRAHEDRON,2008,64(27):6544-6550.
APA	Ye, Deju.,Deng, Guanghui.,Liu, Wenfeng.,Zhou, Yu.,Feng, Enguang.,...&Liu, Hong.(2008).Simultaneous 2-O-deacetylation and 4-amination of peracetylated Neu5Ac: application to the synthesis of (4 -> 4)-piperazine derivatives linked sialic acid dimers.TETRAHEDRON,64(27),6544-6550.
MLA	Ye, Deju,et al."Simultaneous 2-O-deacetylation and 4-amination of peracetylated Neu5Ac: application to the synthesis of (4 -> 4)-piperazine derivatives linked sialic acid dimers".TETRAHEDRON 64.27(2008):6544-6550.