On the Synthesis of 1,4,7-Tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane

Overview

Journal Tetrahedron Lett

Publisher Elsevier

Specialty Chemistry

Date 2011 Apr 26

PMID 21516221

Citations 9

Authors

Bhumasamudram Jagadish

Gayle L Brickert-Albrecht

Gary S Nichol

Eugene A Mash

Natarajan Raghunand

Affiliations

Soon will be listed here.

Abstract

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.

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