Sodium borohydride → 3-{4-[2-(4-tert-Butoxycarbonylaminophenyl)ethoxy]phenyl}-2-ethoxypropanol

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Reaction Steps

The compound was synthesised in an analogous method to Example 1 using ethyl 3-{4-[2-(4-tert-butoxycarbonylaminophenyl)ethoxy]phenyl)-2-ethoxypropanoate (0.994 g, 2.172 mmol) and sodium borohydride (0.164 g, 4.34 mmol). The reaction was quenched after 21 hours and the product was extracted with ethyl acetate. The organic phase was washed with sodium sulfite and brine, dried (sodium sulfate), filtered and solvent was evaporated in vacuo. The crude product was purified by chromatography on silica gel using heptane:ethyl acetate (gradient 2:1 tol:2) as eluants to give 0.5 g (yield 55%) of the desired product.

Provenance & Evidence