Water → 3-Tert-butoxycarbonylamino-5-hydroxymethyl-thiophene-2-carboxylic acid methyl ester

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Reaction Steps

Sodium borohydride was added to a suspension of 3-tert-butoxycarbonylamino-5-formylthiophene-2-carboxylic acid methyl ester (1.5 g) in ethanol/water (95 mL/95 mL) at 0° C. The reaction was then stirred at this temperature for 1 h. Then ethyl acetate and water were added, and the aqueous phase was extracted several times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated. The product with the molecular weight of 287.34 (C12H17NO5S) was obtained in this way; MS (ESI): 288 (M+H+).

Provenance & Evidence