Ethyl Acetate → HCID 86613536, compound

Participants

Reaction Steps

The stirred solution of 0.025 g of tert-butyl {1(S)-(2-amino-1(S)-hydroxyethyl)-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate (Example 36b) and 0.230 ml of ethyl acetate is admixed at 0° C. successively with 0.230 ml of 2M sodium carbonate solution and 0.007 ml of pivaloyl chloride, and stirred at room temperature over another 4 hours. The reaction solution is admixed with water and extracted with ethyl acetate (2×). The combined organic phases are washed successively with water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F) as a colourless oil. Rf=0.61 (200:20:1 dichloromethane-methanol-25% conc. ammonia); Rt=5.05 (gradient I).

Provenance & Evidence