无溶剂条件下羟基的保护与脱保护及手性氨基醇的制备

发布时间：2018-07-07 21:46

本文选题：羟基的保护与脱保护 + 无溶剂有机合成　；参考：《河北大学》2017年硕士论文

【摘要】：由于经济简单,低毒环保,节能高效,容易实施和操作的特点,无溶剂有机合成技术受到了人们的广泛关注。本文研究了无溶剂条件下羟基的保护与脱保护,其具体内容分为两个部分:首先,我们使用三甲基氯硅烷(TMSCl)在加热回流的条件下对10种具有代表性结构的羟基化合物直接进行了保护,收率达到了89-95%。与传统硅醚保护方法相比,本方法避免了溶剂和催化剂的使用,且实验步骤作被简化。在羟基的脱保护试验中,我们使用廉价的KF作为脱硅剂,使用PEG600作为相转移催化剂,在无溶剂条件对下对生成的10种硅醚化合物进行了脱保护试验,收率达到了91~96%。总的来说,本方法经济高效,绿色环保,操作简便且对设备的要求不高,具有一定的工业应用价值。手性氨基醇是一类重要的具有手性特征的小分子化合物。它具有结构多样,适用范围广,催化活性高,对映选择性好等特点,在医药、精细化工、材料和不对称催化的有机合成领域广泛应用。本文是通过还原手性氨基酸制备手性氨基醇的,为了降低反应条件,提高还原效率,我们首先制备了手性氨基酸-铝离子螯合物;其次,我们使用Li/tert-butanol(叔丁醇)体系对螯合物进行还原,获得9种氨基醇产物的收率达到了74~89%。总的来说,此方法具有节能高效,操作简便,适合大规模工业生产的特点。
[Abstract]:Because of its simple economy, low toxicity and environmental protection, energy saving and high efficiency, and easy to implement and operate, solvent-free organic synthesis technology has been paid more and more attention. In this paper, the protection and deprotection of hydroxyl groups under solvent-free conditions are studied. The specific contents are divided into two parts: firstly, Ten representative hydroxyl compounds were directly protected by trimethylchlorosilane (TMSCl) in 89-95 yields under reflux heating. Compared with the traditional method, the method avoids the use of solvents and catalysts, and the experimental steps are simplified. In the deprotection test of hydroxyl group, we used cheap KF as desilication agent and PEG600 as phase transfer catalyst. We carried out the deprotection test for 10 kinds of silicoether compounds under solvent-free conditions. In general, the method is economical and efficient, green and environmental friendly, easy to operate and not demanding for the equipment, so it has certain industrial application value. Chiral amino alcohols are an important class of small molecular compounds with chiral characteristics. It is widely used in the fields of medicine, fine chemical industry, materials and asymmetric catalysis, because of its diverse structure, wide application range, high catalytic activity and good enantioselectivity. In this paper, chiral amino acids were prepared by reducing chiral amino acids. In order to reduce the reaction conditions and improve the reduction efficiency, we first prepared chiral amino acids and aluminum ion chelates. The chelate was reduced by Li-tert-butanol system, and the yield of 9 amino alcohols was 74? 89? In general, this method is energy efficient, easy to operate and suitable for large-scale industrial production.
【学位授予单位】：河北大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：R914

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