In this paper we describe the synthesis of a new carbohydrate-based building block functionalized with azido or amino groups on the 2 and 4 positions. The building block can be synthesized in anomerically pure form in only five scalable steps starting from commercially available levoglucosan. It was shown that the building block could undergo alkylations under strongly basic conditions. The building block with azido groups could furthermore take part in CuAAC reactions, generating derivatives with ester or carboxylic acid functionalities. In addition, the anomeric mixture of the building block was used for the synthesis of a molecule that could act as an emulsifier only in the presence of Zn²⁺ ions.

中文翻译：

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容易获得刺激性表面活性剂的基于碳水化合物的模板

在本文中，我们描述了一种新的基于碳水化合物的结构单元的合成，该结构单元在2和4位上具有叠氮基或氨基。从商业上可获得的左旋葡聚糖开始，仅需五个可扩展步骤就可以以纯净的形式合成结构单元。结果表明，该结构单元可以在强碱性条件下进行烷基化。具有叠氮基的结构单元还可以参与CuAAC反应，生成具有酯或羧酸官能团的衍生物。此外，结构单元的异头混合物用于合成仅在存在Zn ²⁺离子的情况下可用作乳化剂的分子。