"Clickable" Vitamin B12 Derivative. Issue 16 (16th January 2013)

• Record Type: Journal Article
• Authors: Chromiński, Mikołaj; Gryko, Dorota
• Is Part Of: Chemistry. Volume 19:Issue 16(2013)
• Page Start: 5141
• Page End: 5148
• Publication Date: 2013-01-16
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201203899
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>