PDF(Pubmed)
Abstract：
The synthesis of some N-(3-acyloxyacyl)glycines, an interesting class of bioactive gut microbiota metabolites, is described. This procedure involves seven reaction steps using the commercially available Meldrum\'s acid to obtain highly pure products, in normal or deuterated form. The key point of the synthetic strategy was the use of commendamide t-butyl ester as a synthetic intermediate, a choice that allowed the removal of the protecting group at the end of the synthetic procedure without degrading of the other ester bond present in the molecule. The developed synthetic sequence is particularly simple, uses readily available reagents and involves a limited number of purifications by chromatographic column, with a reduction in the volume of solvent and energy used.
摘要：
一些N-（3-酰氧基酰基）甘氨酸的合成，一类有趣的生物活性肠道微生物代谢产物，被描述。该程序包括使用市售Meldrum酸的七个反应步骤，以获得高纯度的产品，在正常或氘代形式。合成策略的关键点是采用甲基叔丁酯作为合成中间体,选择允许在合成程序结束时除去保护基团而不降解分子中存在的其他酯键。开发的合成序列特别简单，使用容易获得的试剂，并通过色谱柱进行有限数量的纯化，减少溶剂的体积和使用的能量。
