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ChemicalBook CAS DataBase List 2,2'-((2-aMinoethyl)azanediyl)diacetic acid
5835-29-0

2,2'-((2-aMinoethyl)azanediyl)diacetic acid synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with trifluoroacetic acid in 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

Steps:

[(2-Amino-ethyl)-carboxymethyl-amino]-acetic acid (4)

[(2-Amino-ethyl)-carboxymethyl-amino]-acetic acid (4) A dry 250 mL round-bottomed flask was charged with 6.40 g (24.64 mmol) [(2-tert-Butoxycarbonylamino-ethyl)-carboxymethyl-amino]-acetic acid (3) dissolved in 50 mL DCM. To this was added 30 mL TFA. The reaction mixture was stirred at ambient temperature. The reaction was followed to completion (for 17 h) on TLC (toluene:ethyl acetate 3:1) and recorded according to the LC-MS data. The product with Rf=0.15 was registered. The solvent was evaporated, the product was extracted with CHCl3, was washed with water (2* 100 mL) and dried over Na2SO4 was filtrated and evaporated. The titled compound was purified on flash column chromatography (toluene:ethyl acetate 3:1). Yield: 3.20 g (18.18 mmol), 74%.

References:

US2010/16564,2010,A1