On the synthesis of 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane

TETRAHEDRON LETTERS

卷:52

Article

Jagadish, Bhumasamudram¹  Brickert-Albrecht, Gayle L.¹  Nichol, Gary S.¹  Mash, Eugene A.¹  Raghunand, Natarajan² 

[1] Univ Arizona, Dept Chem & Biochem, Tucson, AZ 85721 USA

[2] Univ Arizona, Dept Radiol, Tucson, AZ 85724 USA

关键词: Synthesis;    DOTA;    DO3A;    Contrast agent;    MRI;    X-ray crystallography;   

DOI  :  10.1016/j.tetlet.2010.10.074

来源: Elsevier

【 摘 要 】

1,4,7-Tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane is widely used as an intermediate in the preparation of medically important DO3A and DOTA metal chelators. Despite its commercial availability and importance, the literature describing the preparation and properties of the free base is limited and sometimes unclear. We present herein an efficient synthesis of the hydrobromide salt of 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane, characterize this compound spectroscopically and by X-ray crystallographic analysis, describe its simple conversion to the corresponding free base, characterize this compound spectroscopically and by X-ray crystallographic analysis, and make observations on the reactivity of this interesting and useful compound. (C) 2010 Elsevier Ltd. All rights reserved.

【 授权许可】

Free