Abstract
Alkylation of methyl 4-hydroxybenzoate with α-methoxy-ω-methanesulfonylpoly(ethylene glycol) (M = 5 000) and α,ω-bismethanesulfonylpoly(ethylene glycol) (M = 10 000) has been used to prepare 4-poly(ethylene glycol)oxybenzoic acids. Reactions of chlorides of these acids with 2-amino-2-methylpropanenitrile or 2-amino-2,3-dimethylbutanenitrile were used to prepare the corresponding acylaminonitriles, which were subsequently cyclized and hydrolyzed to give the following acylamino acids: 2-{4-[α-methoxypoly(ethylene glycol)]oxybenzoylamino}-2,3-dimethylbutyric acid and 2-(4-{α-[4-(1-carbonyl-1-methylethylcarbamoyl)phenoxy]poly(ethylene glycol)-ω-yloxy}benzoylamino)-2-methylpropionic acid.
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