Abstract:
:N, N'-Ethylene-bridged bis-(S)-methionine[(2S, 7S)-2, 7-bis(2-methyl-thioethyl)-3,6-diazaoctanedioic acid] derived from (S)-methionine and 1,2-dibromoethane was cyclized and esterified simultaneously in boiling ethanol in the presence of an appropriate amount of strong acid such asp-toluenesulfonic acid, affording a cyclic compound,N, N'-ethylene-bridged (S)-methionyl-(S)-methionine ethyl ester {ethyl(2S, 3'S)-4-(methylthio)-2-[2'-oxo-3'-(2-methylthioethyl)-1'-piperazinyl] butanoate}, exclusively in 80-90% yields. It was also found that, by applying this method, 70-80% yields of the otherN, N'-ethylenebridged dipeptides containing (S)-tryptophan, -tyrosine and -N(ɛ)-benzyloxycarbonyllysine were obtained.
journal_name
Amino Acidsjournal_title
Amino acidsauthors
Yamashita T,Takenaka H,Kojima Ydoi
10.1007/BF00805814subject
Has Abstractpub_date
1993-02-01 00:00:00pages
187-92issue
1-2eissn
0939-4451issn
1438-2199journal_volume
4pub_type
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