반응 #65330

반응 방정식

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

Sodium iodide

triethylamine

3-chloro-1-propanol

→

title compound

1-(3-Hydroxy-propyl)-1,4,7,10-tetraazacyclododecane-4,7,10-triacetic acid

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도the temperature was then raised to 100° C.
2. 2
   workup.WAITkept there for 2 hours
3. 3
   기타The solvent was evaporated
4. 4
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane (3 ml)
5. 5
   세척washed with water (1 ml)
6. 6
   workup.ADDITIONTrifluoroacetic acid (2 ml) was added to the dichloromethane solution
7. 7
   workup.STIRRINGthe mixture was stirred at ambient temperature for 1 hour
8. 8
   기타The solvents were evaporated
9. 9
   workup.DISSOLUTIONthe residue dissolved in water (6 ml)
10. 10
    세척The aqueous solution was washed with ether (6×3 ml)
11. 11
    기타the water was evaporated

실험 절차

1,4,7,10-Tetraazacyclododecane-4,7,10-triacetic acid tri-t-butyl ester (360 mg, 0.70 mmol) (Example 22 (a)) was dissolved in dimethylformamide (2.1 ml) . Sodium iodide (15 mg, 1 mmol), triethylamine (142 mg, 1.4 mmol) and 3-chloro-1-propanol (132 mg, 1.4 mmol) were added to the stirred mixture at ambient temperature. The mixture was stirred for 3 hours at ambient temperature, the temperature was then raised to 100° C. and kept there for 2 hours. The solvent was evaporated and the residue was dissolved in dichloromethane (3 ml) and washed with water (1 ml). Trifluoroacetic acid (2 ml) was added to the dichloromethane solution and the mixture was stirred at ambient temperature for 1 hour. The solvents were evaporated and the residue dissolved in water (6 ml). The aqueous solution was washed with ether (6×3 ml). The aqueous solution was acidified, the water was evaporated, and the title compound was isolated as a hygroscopic white powder. Yield 192 mg (68%), FAB MS: 405(M+1). The structure was confirmed by 1HNMR and 13CNMR.

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