曼诺肽菌素的合成研究：正交保护的β-羟基内消旋二氢乳清酸的合成。
Synthetic studies toward the mannopeptimycins: synthesis of orthogonally protected beta-hydroxyenduracididines.
机构信息
Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, USA.
出版信息
Org Lett. 2010 Apr 16;12(8):1680-3. doi: 10.1021/ol100219a.
Abstract
The asymmetric synthesis of the nonproteinogenic amino acids (2S,3S,4'S)-beta-hydroxyenduracididine 3 and (2R,3S,4'S)-beta-hydroxyenduracididine 4 in orthogonally protected form in 15 total steps from Garner's aldehyde is reported. The former and N-glycosylated form of the latter are found in the glycopeptide antibiotic mannopeptimycin.
摘要
本文报道了从 Garner 醛出发，经 15 步总反应，以非蛋白质氨基酸（2S,3S,4'S）-β-羟基烯丙基精氨酸 3 和（2R,3S,4'S）-β-羟基烯丙基精氨酸 4 的正交保护形式进行不对称合成。前者和后者的 N-糖基化形式存在于糖肽抗生素甘露糖肽中。
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