Diazomethane → Methyl benzyloxycarbonyl-isoleucyl-prolyl-prolinate

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Reaction Steps

The tripeptide acid of Example 1 (4.6 g) is dissolved in methanol and treated with an ethereal solution of diazomethane until a persistent yellow color is obtained. After 0.5 hour a few drops of acetic acid are added to discharge the yellow color; the solvent is removed in vacuo and replaced with ethyl acetate. This solution is washed sequentially with 0.1 N HCl, water, saturated sodium bicarbonate and water. The organic phase is dried over magnesium sulfate and concentrated to dryness to yield the title compound.

Provenance & Evidence