4-Methylmorpholine → HCID 178427579, compound

Participants

Reaction Conditions

Reaction Steps

In 290 ml of dimethylformamide is dissolved 16.2 g (35 millimoles) of Z-Arg(Tos)-OH, and 3.85 ml of N-methylmorpholine is added to the solution and the mixture is cooled to -5° C. Then, 3.35 ml of ethyl chloroformate is dropped to the mixture under agitation and the mixture is stirred for 15 minutes and is then mixed with a cooled liquid formed by suspending 15.5 g (38.5 millimoles) of H-Asp(OBut)-Ser(But)-Ala-OH (having a melting point of 122° to 133° C.) in 290 ml of dimethylformamide and adding 4.3 ml of N-methylmorpholine. The resulting mixture is stirred for 3 hours, and the insoluble substances are removed by filtration. The filtrate is concentrated under reduced pressure and solidification is effects by addition of ether to obtain 26.6 g of intended glassy Z-Arg(Tos)-Asp(OBut)-Ser(But)-Ala-OH (the yield being 90%).

Provenance & Evidence