Guppi Sanjeeva R, O'Doherty George A
Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA.
J Org Chem. 2007 Jun 22;72(13):4966-9. doi: 10.1021/jo070326r. Epub 2007 May 26.
Two C4' amido disaccharide analogues of mannopeptimycin-E were synthesized via an iterative palladium glycosylation sequence. The stereoselective synthesis of the C4' acylated 1,4-alpha,alpha-manno,manno-amido disaccharide has been achieved in ten steps from a protected d-tyrosine. The path relies upon a regio- and diastereoselective palladium-catalyzed azide substitution reaction. The competence of the synthesis is demonstrated by the good overall yield (21%) from protected tyrosine.
通过迭代钯糖基化序列合成了甘露肽霉素-E的两种C4'酰胺基二糖类似物。从受保护的d-酪氨酸出发，经过十步反应实现了C4'酰化的1,4-α,α-甘露糖基、甘露糖基酰胺基二糖的立体选择性合成。该合成路径依赖于区域和非对映选择性钯催化的叠氮化物取代反应。从受保护的酪氨酸出发获得的良好总产率（21%）证明了该合成方法的有效性。
