Water → Benzyl 4-mercapto-2-methylbutan-2-ylcarbamate

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Reaction Steps

To a solution of S-3-(benzyloxycarbonylamino)-3-methylbutyl ethanethioate (45.0 g, 152 mmol, prepared as described in WO 2008/083347) in methanol (300 ml) was added 5.0 M NaOH in H2O (60.0 ml, 300 mmol). The solution was stirred for 1 hour, concentrated in vacuo, diluted with saturated NaHSO4 (200 ml), filtered through a coarse glass funnel, and extracted with 5×100 ml ethyl acetate. The organic layers were combined, washed with 100 ml saturated NaCl, dried on MgSO4, and concentrated in vacuo. The residue was used without further purification (24.10 g, 95.1 mmol, 63%).

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