Реакция #65327

Уравнение реакции

bromoacetic acid t-butyl ester

Sodium acetate

1,4,7,10 tetraazacyclododecane

→

1,4,7,10-Tetraazacyclododecane-4,7,10-triacetic acid tri-t-butyl ester

Растворители

DMA

N, N-dimethylacetamide

Условия реакции

Обработка

1. 1
   ДругоеThe solvent was evaporated
2. 2
   Другое1,4,7,10-tetraazacyclododecane-4,7,10-triacetic acid tri-t-butyl ester was purified by flash chromotography on a silica column with chloroform:methanol 8:2 as eluent

Методика

Sodium acetate (1.23 g, 15 mmol) was added to a stirred suspension of 1,4,7,10 tetraazacyclododecane (0.864 g, 5 mmol) (prepared in accordance with J. Am. Chem. Soc. 96 2268 (1974) and Liebigs Ann. Chem. 1340 (1977)) in N, N-dimethylacetamide (DMA) (15 ml) at ambient temperature. A solution of bromoacetic acid t-butyl ester (2.93 g, 15 mmol) in DMA (8 ml) was added dropwise to the stirred mixture, and the mixture was stirred at ambient temperature for 6 days. The solvent was evaporated and 1,4,7,10-tetraazacyclododecane-4,7,10-triacetic acid tri-t-butyl ester was purified by flash chromotography on a silica column with chloroform:methanol 8:2 as eluent. Yield 1.8 g (70%). White solid, m.p. 165°-175° C.

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