Water → Tert-butyl 2-(cyclopropylmethoxy)-4-(hydroxymethyl)phenyl(methylsulfonyl)carbamate

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Reaction Steps

4-(N-(tert-butoxycarbonyl)methylsulfonamido)-3-(cyclopropylmethoxy)-benzoic acid (for reference procedure see Example 18, WO 2010/089107, which is incorporated herein by reference in its entirety) (200 mg, 0.519 mmol) was dissolved in THF (10.5 ml), then CDI was added (154 mg, 0.95 mmol). The mixture was stirred at RT for 2 days, then H2O (1.75 ml) and NaBH4 (36 mg, 0.95 mmols) were added. The solvent was removed by evaporation under vacuum. The crude was dissolved in EtOAc (80 ml) and washed with water. The organic phase was dried over Na2SO4 and evaporated under vacuum to yield 200 mg of the desired product.

Provenance & Evidence