METHOD OF PRODUCING METHYL ETHER OF O-TERT-BUTYL-N-(N^ε-TERT-BUTOXYCARBONYL-L-LYSYL)-L-THREONINE

摘要

FIELD: chemistry.;SUBSTANCE: synthesis is carried out using a liquid-phase technique via condensation of pentafluorophenyl ether of Nα-benzloxycarbonyl-N^ε-tert-butoxycarbonyl-L-lysine with methyl ether of O-tert-butyl-L-threonine in the presence of N-methylmorpholine in ethyl acetate medium and followed by hydrogenation of the obtained compound with hydrogen in methyl alcohol using palladium hydroxide as a catalyst. Purification of the desired protected dipeptide is carried out using a salt with oxalic acid. The initial pentafluorophenyl ether is obtained from reaction of Nα-benzyloxycarbonyl-N^ε-tert-butoxycarbonyl-L-lysine with pentafluorophenol and is then used without extraction. The disclosed method enables to obtain the desired product with output of over 96% and high degree of purity.;EFFECT: obtained protected dipeptide can be used to produce octreotide or analogues thereof, or other peptides containing a L-lysine-L-threonine fragment.;2 ex