Dichloromethane → 1-Chloroethyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate

Participants

Reaction Steps

The title compound was prepared according to the procedure as described in Example 17 step 1 using 2-((tert-butoxycarbonyl)amino)-3-methylbutanoic acid (3 g, 13.81 mmol) in DCM (75 mL) and H2O (75 mL), NaHCO3 (4.64 g, 55.23 mmol), TBAHSO4 (469 mg, 1.38 mmol) and a solution of 1-chloroethyl sulfochloridate (2.97 g, 16.57 mmol) in DCM (15 mL). The crude product was purified by a silica gel column chromatography (PE/EtOAc (v/v)=100/1 to 50/1) to afford the title compound as a white solid (3 g, 78%). The title compound was characterized by 1H NMR as shown below:

Provenance & Evidence