Methanol → Methyl 2-amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoate

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Reaction Conditions

Reaction Steps

A solution of 4,4,4,4′,4′,4′-hexafluoro-dl-valine (1.1 g, 4.88 mmol) in CH2Cl2-MeOH (4:1, 25 mL) was stirred under nitrogen at 0° C. TMS-diazomethane (2.0 M in hexane, 20 mL, 19.55 mL) was added dropwise and the resulting neon greenish solution stirred for 19 h at 25° C. After this time period, the reaction was complete by TLC (10% MeOH in chloroform). After concentration, the resulting residue of methyl 4,4,4,4′,4′,4′-hexafluoro-dl-valinate (1.1 g) was used directly in the next step without further purification. Mass Spectrum (−ESI): 238 (M−H)−.

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