Reaction #1509609

Reaction equation

compound

5-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)-2-(4,7,10-trisethoxycarbonylmethyl-1,4,7,10-tetraazacyclododec-1-yl)pentanoic acid benzyl ester

→

product

Yield 138.3%

5-Amino-2-(4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododec-1yl)pentanoic acid

Yield 138.3%

Solvents

hydrochloric acid

Conditions

Workup

1. 1
   TemperatureAfter cooling
2. 2
   Filtrationfiltration
3. 3
   Concentrationthe filtrate is concentrated
4. 4
   Otherpurified over silanized silica (elution with water)
5. 5
   OtherAfter evaporation under reduced pressure
6. 6
   Washthe product is washed with ether

Procedure

A solution of 54 g of compound obtained in stage 2 (64 ml) in 37% hydrochloric acid (1.81) is refluxed overnight in a 5-liter reactor. After cooling and filtration, the filtrate is concentrated and purified over silanized silica (elution with water). After evaporation under reduced pressure, the product is washed with ether. 45 g of product are obtained in the form of a white solid. The product is desalified by passing it over OH resin. 30 g of product are isolated in the form of white crystals (yield 100%).

Source