Recent Advances in Organic Chemistry

Cover Recent Advances in Organic Chemistry
Recent Advances in Organic Chemistry
Stewart, Alfred W. (Alfred Walter), B. 1880
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NH . CH2 . CO . NH . CHg . COOEt + HCl When ttus substance is heated for thirty-six hours with leucine ester, ethyl alcohol is eliminated in the following way :— EtOOC.NH.CH2.CO.NH.CH2.COOEt+NH2.CH.(C4Hg).COOEt = EtOOC.NH.CH2.CO.NH.CH2,CO.NH.CH(C4H9).COOEt This substance is the carboxylic ester of glycyl-glycine- leucine ; as can be seen from the formulae, it can have no other constitution than that shown. This carbethoxy-glycylglycyl- leucine ester contains three amino-acid nuclei, and is ther...efore called a tri-peptide derivative.
II. The yields of end-product from the foregoing method of synthesis were poor, and Fischer therefore turned to another way of attaining his objective. When the ester of the chloro- carbonic derivative of an amino-acid is treated with thionyl chloride, an acid chloride is formed; and this readily con- denses with amino-esters, forming polypeptide derivatives.
For instance, if we start again with the derivative obtained by the action of chlorocarbonic ester upon glycylglycine, and treat it with thionyl chloride, we shall produce the chloride whose constitution is shown below — EtOOC .


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