Nitrogen → 2-[10-(4-tert-Butoxycarbonylphenoxy)decanoylamino]pentanedioic acid 5-benzyl ester 1-tert-butyl ester

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Reaction Steps

4-Hydroxy-benzoic acid tert-butyl ester (0.65 g, 3.08 mmol) was dissolved in acetonitrile (7.5 ml) and added to 2-(10-Bromodecanoylamino)pentanedioic acid 5-benzyl ester 1-tert-butyl ester (1.62 g, 3.08 mmol). Acetonitrile (90 ml) and K2CO3 (0.64 g, 4.62 mmol) was added and the mixture was refluxed for 16 h under a flow of N2. The solvent was removed under vacuum. AcOEt (100 ml) was added and the solution was washed with water (2×50 ml) using sat. NaCl and methanol to aid phase separation, dried over MgSO4, and concentrated to yield a light brown oil (2.18 g). The oil was purified by flash chromatography (silica, 95:5 DCM/AcOEt) to yield an oil (160 mg, 8%).

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