Abstract

A continuous flow procedure for the synthesis of methyl glycosides (Fischer glycosylation) of various monosaccharides using a heterogenous catalyst has been developed. In-depth analysis of the isomeric composition was undertaken and high consistency with corresponding results observed under microwave heating was obtained. Even in cases where addition of water was needed to achieve homogeneity—a prerequisite for the flow experiments—no detrimental effect on the conversion was found. The scalability was demonstrated on a model case (mannose) and as part of the target-oriented synthesis of d-glycero-d-manno heptose, both performed on multigram scale.

Graphical abstract

中文翻译：

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通过费歇尔糖基化的甲基糖苷：从批量微波到连续流处理的转变。

摘要

已经开发出使用异质催化剂合成各种单糖的甲基糖苷（费歇尔糖基化）的连续流动程序。对异构体组成进行了深入分析，得到了与微波加热下观察到的相应结果高度一致的结果。即使在需要加水以实现均匀性的情况下（流动实验的先决条件），也没有发现对转化产生不利影响。可扩展性在模型案例（甘露糖）上得到了证明，并作为d -甘油- d -甘露庚糖靶向合成的一部分，均以多克规模进行。

图形概要