Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Chemistry. 2013 Apr 15;19(16):5141-8. doi: 10.1002/chem.201203899. Epub 2013 Jan 16.
A "clickable" vitamin B12 derivative possessing the azide functionality at the 5'-position was synthesized by means of a two-step procedure on the gram scale. The reaction of cobalamin with mesyl chloride (MsCl) afforded the 5'-OMs derivative, which was subsequently transformed to the desired 5'-azide, the structure of which was confirmed using X-ray analysis. It proved to be reactive in the azide-alkyne 1,3-dipolar cycloaddition reaction to give substituted triazoles in high yields. A study of the reaction conditions and the scope of the process are reported.
通过两步法在克级规模上合成了一种“点击”型维生素 B12 衍生物，其 5′位具有叠氮功能。钴胺与甲磺酰氯（MsCl）反应得到 5′-OMs 衍生物，随后将其转化为所需的 5′-叠氮化物，其结构通过 X 射线分析得到证实。它在叠氮化物-炔烃 1,3-偶极环加成反应中表现出反应活性，以高产率得到取代的三唑。报道了反应条件和过程范围的研究。
