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Further insight for the synthesis of 6-amino-6-deoxy amylose

机译:进一步洞察合成6-氨基-6-脱氧直链淀粉

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Because 6-amino-6-deoxy amylose is an important intermediate for many materials, developing a practical pathway to easily prepare it in bulk is of significance. The synthesis of 6-amino-6-deoxy amylose included three reactions. In the chlorination reaction, the crude product could be fully de-esterified under the improved conditions, and the reaction mechanism was re-understood. The azido group was reduced with sodium borohydride in which the reaction conditions were studied in detail. With the improved synthetic pathway, 6-amino-6-deoxy amylose could be easily prepared. The 6-amino-6-deoxy amylose was characterized via its benzamide derivative with(1)H NMR,H-1-C-13 HSQC NMR, and(1)H-H-1 COSY NMR, confirming the hydroxyl group at C(6)of amylose was converted to amino group with a degree of substitution of 98.2%. Additionally, the 6-amino-6-deoxy amylose was analyzed toward iodine reagent and X-ray diffraction, and the corresponding results showed that it was different from amylose in suprastructure and crystal structure.
机译:由于6-氨基-6-脱氧直链淀粉是许多材料的重要中间体,因此开发一种易于批量制备的实用途径具有重要意义。6-氨基-6-脱氧直链淀粉的合成包括三个反应。在氯化反应中,在改进的条件下,粗产物可以完全脱酯化,并重新理解了反应机理。用硼氢化钠还原叠氮基,详细研究了反应条件。通过改进的合成途径,6-氨基-6-脱氧直链淀粉可以很容易地制备。通过苯甲酰胺衍生物(1)H NMR、H-1-C-13 HSQC NMR和(1)H-H-1 COSY NMR对6-氨基-6-脱氧直链淀粉进行了表征,确认直链淀粉C(6)处的羟基转化为氨基,取代度为98.2%。此外,对6-氨基-6-脱氧直链淀粉进行了碘试剂分析和X-射线衍射分析,结果表明,它在超结构和晶体结构上与直链淀粉不同。

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