4-Methylmorpholine → HCID 131715032, compound

Participants

Reaction Conditions

Reaction Steps

0.8 g of Boc-Val-Glu(OBut)-OH (1.9 mmol) is dissolved in 5 cm3 of tetrahydrofuran cooled to -15° C. 0.21 cm3 of N-methylmorpholine (1.9 mmol) and 0.25 cm3 of isobutyl chloroformate are added in succession. After 2 minutes, the solution of Pro-Ile-Pro-Tyr-OMe in 5 cm3 of dimethylformamide, prepared earlier, is added. The reaction mixture is stirred for 1 hour at -15° C. and then for 2 hours at 20° C. The solvents are removed under reduced pressure. The 1.2 g of crude product obtained are purified by chromatography on silica gel by eluting with mixtures of ethyl acetate and petroleum ether (1-1; 7-2 and 8-2 by volume). The main fraction is purified by chromatography on silica gel by eluting with methylene chloride containing 3% of methanol (by volume). In this way, 0.6 g of Boc-Val-Glu(OBut)-Pro-Ile-Pro-Tyr-OMe is obtained, the properties of which are as follows:

Provenance & Evidence