Reacción #1509612

Ecuación de reacción

compound

2-(6,9-Bisethoxycarbonylmethyl-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-trien-3-yl)pentanedioic acid diethyl ester

sodium hydroxide

→

2-(6,9-Biscarboxymethyl-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-trien-3-yl)pentanedioic acid

Rendimiento 60.0%

Disolventes

water

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato reflux for 24 h
2. 2
   workup.ADDITIONby adding weakly acidic resin
3. 3
   FiltraciónThe resin is filtered off
4. 4
   Lavadowashed with water
5. 5
   workup.ADDITIONA strongly basic resin is added to the filtrate
6. 6
   Filtraciónfiltered off
7. 7
   Lavadowashed twice with water
8. 8
   LavadoThe product is eluted with 50% acetic acid
9. 9
   OtroAfter evaporation to dryness
10. 10
    Otrothe product is obtained in the form of brown crystals

Procedimiento

15 mg of the compound obtained in stage 2 (26.5 μmol) are dissolved in 40 μl of ethanol and 53 μl of 5N sodium hydroxide are added dropwise rapidly. The mixture is brought to reflux for 24 h. The reaction medium is diluted 10-fold with water and the pH is then adjusted to 6.5 by adding weakly acidic resin. The resin is filtered off and washed with water. A strongly basic resin is added to the filtrate and then filtered off and washed twice with water. The product is eluted with 50% acetic acid. After evaporation to dryness, the product is obtained in the form of brown crystals. m=8 mg. Yield=60%.

Fuente