Patent ID: 7038078

Claim:
A method of synthesizing a [2-(2-aminoethoxy)ethoxy)] acetic acid derivative, comprising the steps of: converting 2-[2-(2-chloroethoxy)ethoxy]-ethanol to an azide derivative using equimolar sodium azide in N,N-dimethylformamide; diluting the azide derivative with anhydrous tetrahydrofuran; removing a salt byproduct from the azide derivative by filtration; reacting the azide derivative with triphenylphosphine, followed by reaction with water; evaporating the N,N-dimethylformamide and the anhydrous tetrahydrofuran; dissolving a free amine from the azide derivative in water, creating an amine solution; removing water-insoluble triphenylphosphine oxide and unreacted triphenylphosphine from the amine solution, leaving an aqueous extract; adding sodium carbonate and R—Cl in tetrahydrofuran to the aqueous extract and allowing the reaction to proceed to obtain an R-derivative, wherein R is selected from the group consisting of allyloxycarbonyl, fluorenylmethoxycarbonyl, tert-butyloxycarbonyl, and benzyloxycarbonyl; and oxidizing the R-derivative with 2,2,6,6-tetramethyl-1-piperidinyloxy to give the [2-(2-aminoethoxy)ethoxy)] acetic acid derivative.