Ethylmorpholine → Z-Thr(But)-Ser(But)OH

참여 물질

반응 단계

12.8 ml (0.1 mole) of N-ethylmorpholine and 40.6 g (0.1 mole) of Z-Thr(But)-OSu (Hoppe Seyler's Z. Physiol. Chem. 346, 60 (1966)) are added at 0° C. to a suspension of 16.1 g (0.1 mole) of H-Ser(But)-OH (Chem. Ber. 97, 2490 (1964)) in 100 ml of dimethylformamide. The mixture is then stirred for 5 hours at room temperature and is left to stand overnight at room temperature. The product is checked for the presence of H-Ser(But)-OH by thin layer chromatography. If no H-Ser(But)-OH is detectable by this method, any undissolved matter is filtered off. The filtrate is concentrated and the residue is partitioned between ether and 110 ml of 1 N citric acid. The ether phase is washed once more with 100 ml of 0.5 N citric acid and then with water or NaCl solution until neutral. The ether phase is then dried over Na2SO4 and is concentrated, and the product is dried in a high vacuum. Yield 32.5 g of an amorphous product (72%).

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