potassium hydroxide in methanol T=20°C; 2 h;

1: 98 percent / Et3N / CH2Cl2 / 11 h / 0 - 20 °C 2: 97 percent / aq. KOH / methanol / 2 h / 20 °C View Scheme

1: 57 percent / NaBH3CN / methanol / 18 h / Ambient temperature 2: 78 percent View Scheme

1: 1.) DIEA, BOP, 2.) DIEA / 1.) r.t., 5 min, 2.) CH2Cl2, r.t., 4.5 h 2: 61 percent / LiAlH4 / diethyl ether / 1 h / Ambient temperature 3: 57 percent / NaBH3CN / methanol / 18 h / Ambient temperature 4: 78 percent View Scheme

1: 61 percent / LiAlH4 / diethyl ether / 1 h / Ambient temperature 2: 57 percent / NaBH3CN / methanol / 18 h / Ambient temperature 3: 78 percent View Scheme

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