4-Methylmorpholine → HCID 131715577, compound

Participants

Reaction Conditions

Reaction Steps

Statine ethyl ester hydrochloride (717 mg., 3 mmoles), N-methyl-morpholine (304 mg., 3 mmoles), N-(t-butyloxycarbonyl)-L-isoleucine 1/2H2O (865 mg., 3.6 mmoles), N-hydroxybenzotriazole (486 mg., 3.6 mmoles) and 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluene sulfonate (1.91 g., 80% pure, 3.6 mmoles) were added sequentially to 100 ml. of methylene chloride at 0° C. and the resulting solution allowed to stir for 19 hours at 20° C. The reaction mixture was then washed consecutively with 75 ml. of 5.5% aqueous HCl, 75 ml. of saturated aqueous NaHCO3 and 75 ml. of brine, and dried over anhydrous MgSO4. After filtration and evaporation, 1.39 g. of crude product was obtained as a foam (1NMR, CDCl3, 1.5 delta, 9H s [BOC]), which was used without further purification in the next step.

Provenance & Evidence