Synthesis of permethylated α-D-mannosylacetic acid, a new type of bioconjugate

被引:8
作者
Brunel, FM
Taylor, KG
Spatola, AF [1 ]
机构
[1] Univ Louisville, Dept Chem, Louisville, KY 40292 USA
[2] Univ Louisville, Inst Mol Divers & Drug Design, Louisville, KY 40292 USA
关键词
D O I
10.1016/S0040-4039(02)02770-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise stereoselective 3-step conversion of methyl alpha-D-mannopyranoside to alpha-D-2,3,4,6-tetra-O-methyl-mannosylacetic acid is described. After methylation of the alcohol functions, an allylation is performed. The resulting alkene undergoes oxidative cleavage to the acid, an alkylated C-sugar, appropriate for attachment to peptides or other drug candidates for solubility enhancement. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1287 / 1289
页数:3
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